Choubeu, Coustel M. N.’s team published research in Journal of Coordination Chemistry in 2021 | CAS: 141-86-6

2,6-Diaminopyridine(cas: 141-86-6) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.Synthetic Route of C5H7N3

Synthetic Route of C5H7N3In 2021 ,《Tris(oxalato)chromate(III) hybrid salts templated by pyridinium and mixed pyridinium-ammonium cations: synthesis, structures and magnetism》 was published in Journal of Coordination Chemistry. The article was written by Choubeu, Coustel M. N.; Ndosiri, Bridget N.; Vezin, Herve; Minaud, Claire; Orton, James B.; Coles, Simon J.; Nenwa, Justin. The article contains the following contents:

By modifying the stoichiometric ratio of starting materials, two tris(oxalato)chromate(III) salts, (C7H11N2)3[Cr(C2O4)3] and (C5H8N3)2(NH4)[Cr(C2O4)3]·2H2O {(C7H11N2)+ = 2-amino-4,6-dimethylpyridinium, (C5H8N3)+ = 2,6-diaminopyridinium}, were synthesized and characterized by elemental and thermal analyses, single-crystal x-ray diffraction, IR and UV – visible spectroscopies, EPR and SQUID measurements. Salt exhibits a 3-D supramol. framework based on [Cr(C2O4)3]3- and 2-amino-4,6-dimethylpyridinim cations, (C7H11N2)+, via N-H···O hydrogen bonds. π-π Stacking interactions between pyridine rings contribute to the stabilization of the crystal packing. In contrast to salt, no π-π stacking interactions are observed in the mixed-cation salt and its crystal packing is consolidated by N-H···O and O – H···O hydrogen bonds. EPR spectra of and are consistent with the oxidation state +3 of the chromium center in an octahedral environment. Temperature-dependence of the magnetic susceptibility data studied from 2 to 300 K revealed the existence of zero-field splitting effects (ZFS) for Cr(III) ions in both compounds In the experiment, the researchers used 2,6-Diaminopyridine(cas: 141-86-6Synthetic Route of C5H7N3)

2,6-Diaminopyridine(cas: 141-86-6) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.Synthetic Route of C5H7N3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Niesobski, Patrik’s team published research in European Journal of Organic Chemistry in 2019 | CAS: 2510-22-7

4-Ethynylpyridine(cas: 2510-22-7) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. SDS of cas: 2510-22-7

SDS of cas: 2510-22-7In 2019 ,《Sequentially Pd/Cu-Catalyzed Alkynylation-Oxidation Synthesis of 1,2-Diketones and Consecutive One-Pot Generation of Quinoxalines》 was published in European Journal of Organic Chemistry. The article was written by Niesobski, Patrik; Martinez, Ivette Santana; Kustosz, Sebastian; Mueller, Thomas J. J.. The article contains the following contents:

We report a simple and efficient one-pot synthesis of 1,2-diketones by concatenation of two Pd/Cu-catalyzed processes: Pd0/CuI-catalyzed Sonogashira coupling of terminal alkynes with aryl (pseudo)halides furnishes internal alkynes, which are directly transformed by PdII/CuII-catalyzed Wacker-type oxidation with DMSO and oxygen as dual oxidants to furnish 1,2-diketones. With this efficient, catalyst economical process, various aryl iodides and triflates are efficiently transformed in high yields into sym. and unsym. substituted 1,2-diketones with various functional groups. This process can be readily extended to a consecutive one-pot synthesis of quinoxalines in a diversity-oriented fashion. In the experiment, the researchers used many compounds, for example, 4-Ethynylpyridine(cas: 2510-22-7SDS of cas: 2510-22-7)

4-Ethynylpyridine(cas: 2510-22-7) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. SDS of cas: 2510-22-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chen, Tie-Gen’s team published research in Angewandte Chemie, International Edition in 2019 | CAS: 53939-30-3

5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. Application of 53939-30-3

Application of 53939-30-3In 2019 ,《Quaternary Centers by Nickel-Catalyzed Cross-Coupling of Tertiary Carboxylic Acids and (Hetero)Aryl Zinc Reagents》 was published in Angewandte Chemie, International Edition. The article was written by Chen, Tie-Gen; Zhang, Haolin; Mykhailiuk, Pavel K.; Merchant, Rohan R.; Smith, Courtney A.; Qin, Tian; Baran, Phil S.. The article contains the following contents:

This work bridges a gap in the cross-coupling of aliphatic redox-active esters with aryl zinc reagents. Previously limited to primary, secondary, and specialized tertiary centers, a new protocol has been devised to enable the coupling of general tertiary systems using nickel catalysis. The scope of this operationally simple method is broad, and it can be used to simplify the synthesis of medicinally relevant motifs bearing quaternary centers. In the experiment, the researchers used many compounds, for example, 5-Bromo-2-chloropyridine(cas: 53939-30-3Application of 53939-30-3)

5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. Application of 53939-30-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Mohammad Arshad’s team published research in Russian Journal of Bioorganic Chemistry in 2020 | CAS: 1122-54-9

4-Acetylpyridine(cas: 1122-54-9) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. Category: pyridine-derivatives

Category: pyridine-derivativesIn 2020 ,《Design, Drug-Likeness, Synthesis, Characterization, Antimicrobial Activity, Molecular Docking, and MTT Assessment of 1,3-Thiazolidin-4-one Bearing Piperonal and Pyrimidine Moieties》 was published in Russian Journal of Bioorganic Chemistry. The article was written by Mohammad Arshad. The article contains the following contents:

The recent study reported the designing of substituted 3-[4-(1,3-benzodioxol-5-yl)-6-(pyridin-2-yl)pyrimidin-2-yl]-2-(pyridin-2-yl)-1,3-thiazolidin-4-one derivatives and assessed computationally to calculate the bioactivity and physicochem. properties. The substituted 3-[4-(1,3-benzodioxol-5-yl)-6-(pyridin-2-yl)pyrimidin-2-yl]-2-(pyridin-2-yl)-1,3-thiazolidin-4-one derivatives represented the bioactivity score in the zone for an active drug mol. and were in compliance with the Lipinski Rule of five. Then the synthesis, characterization, and biol. screening as antimicrobial potential and percent viability of cells were carried out for the substituted 3-[4-(1,3-benzodioxol-5-yl)-6-(pyridin-2-yl)pyrimidin-2-yl]-2-(pyridin-2-yl)-1,3-thiazolidin-4-one derivatives The zone of inhibition and min. inhibitory concentration (MIC) findings portrayed that the compounds-(IV) and compound-(V) possessed better antimicrobial activity than the reference drug ciprofloxacin, while the significant antimicrobial potential was observed by other members of the series. The mol. docking studies were performed to assist the in vitro antimicrobial results and the findings exhibited that significant H-bonding in between the substituted 3-[4-(1,3-benzodioxol-5-yl)-6-(pyridin-2-yl)pyrimidin-2-yl]-2-(pyridin-2-yl)-1,3-thiazolidin-4-one derivatives and the residues of GlcN-6-P-synthase, like ASP 474 (I-IX), SER 316 (I-VI), ASN 522 (I-IX), TRP 313 (V) with good binding affinity ranging -7.7 to -6.8 kcal/mol. The compounds represented the less toxic effects to the HepG2 cells and the percent viability of the cells ranging from 93-98%, 73-78% and 70-76% up to 3.125, 50, 100 mmol/L resp. In the part of experimental materials, we found many familiar compounds, such as 4-Acetylpyridine(cas: 1122-54-9Category: pyridine-derivatives)

4-Acetylpyridine(cas: 1122-54-9) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Liu, En-Chih’s team published research in Journal of the American Chemical Society in 2019 | CAS: 410092-98-7

2,6-Bis((4S,5S)-4,5-diphenyl-4,5-dihydrooxazol-2-yl)pyridine(cas: 410092-98-7) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. HPLC of Formula: 410092-98-7 Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

《Enantioselective Copper Catalyzed Alkyne-Azide Cycloaddition by Dynamic Kinetic Resolution》 was written by Liu, En-Chih; Topczewski, Joseph J.. HPLC of Formula: 410092-98-7 And the article was included in Journal of the American Chemical Society on April 3 ,2019. The article conveys some information:

In the presence of [Cu(OTf)]2·PhMe and a nonracemic bis(chlorophenyl)pyridinebis(oxazoline), allylic azides such as I underwent enantioselective azide-alkyne cycloaddition reactions via dynamic kinetic resolution to yield nonracemic allylic triazoles such as II. A nonracemic propargyl alc. and propargyl-substituted natural products underwent enantioselective azide-alkyne cycloaddition reactions in high diastereoselectivities. The azide reactants are potentially explosive and should be handled with care; reaction mixtures should not be worked up with acid to avoid the formation of hydrazoic acid and their wastes should be kept sep. from other organic wastes. The experimental part of the paper was very detailed, including the reaction process of 2,6-Bis((4S,5S)-4,5-diphenyl-4,5-dihydrooxazol-2-yl)pyridine(cas: 410092-98-7HPLC of Formula: 410092-98-7)

2,6-Bis((4S,5S)-4,5-diphenyl-4,5-dihydrooxazol-2-yl)pyridine(cas: 410092-98-7) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. HPLC of Formula: 410092-98-7 Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Feng, Rulin’s team published research in Journal of Chemical Theory and Computation in 2021 | CAS: 94928-86-6

fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6) belongs to pyridine. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Additionally, pyridine-based natural products continue to be discovered and studied for their properties and to understand their biosynthesis.Application In Synthesis of fac-Tris(2-phenylpyridine)iridium

《Spin-Orbit Natural Transition Orbitals and Spin-Forbidden Transitions》 was written by Feng, Rulin; Yu, Xiaojuan; Autschbach, Jochen. Application In Synthesis of fac-Tris(2-phenylpyridine)iridiumThis research focused ontrisphenylpyridine iridium spin orbit natural orbital forbidden transition. The article conveys some information:

Natural transition orbitals (NTOs) are in widespread use for visualizing and analyzing electronic transitions. The present work introduces the anal. of formally spin-forbidden transitions with the help of complex-valued spin-orbit (SO) NTOs. The anal. specifically focuses on the components in such transitions that cause their intensity to be nonzero because of SO coupling. Transition properties such as transition dipole moments are partitioned into SO-NTO hole-particle pairs, such that contributions to the intensity from specific occupied and unoccupied orbitals are obtained. The method has been implemented within the restricted active space (RAS) SCF wave function theory framework, with SO coupling treated by RAS state interaction. SO-NTOs have a broad range of potential applications, which is illustrated by the T2-S1 state mixing in pyrazine, spin-forbidden vs spin-allowed 4f-5d transitions in the Tb3+ ion, and the phosphorescence of tris(2-phenylpyridine) iridium [Ir(ppy)3].fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6Application In Synthesis of fac-Tris(2-phenylpyridine)iridium) was used in this study.

fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6) belongs to pyridine. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Additionally, pyridine-based natural products continue to be discovered and studied for their properties and to understand their biosynthesis.Application In Synthesis of fac-Tris(2-phenylpyridine)iridium

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sharma, Kamna’s team published research in European Journal of Inorganic Chemistry in 2020 | CAS: 112881-51-3

4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine(cas: 112881-51-3) belongs to pyridine derivatives. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals. Synthetic Route of C20H14N4

Synthetic Route of C20H14N4On June 10, 2020, Sharma, Kamna; Gupta, Sandeep K.; Murugavel, Ramaswamy published an article in European Journal of Inorganic Chemistry. The article was 《Discrete and Polymeric Cobalt Pyrophosphates Derived from Pyrophosphoric Acid Diester Ar2H2P2O7》. The article mentions the following:

While the structural elucidation and coordination chem. of organo-monophosphates have been well investigated, research on the simplest member of organo-oligophosphates, viz. diorganopyrophosphates, is relatively rare due to the inherent hydrolytic instability of the ligand. Water elimination from the 2,6-diisopropyl Ph phosphate (dippH2) by the action of dicyclohexylcarbodiimide (DCC) results in the isolation of a diorganopyrophosphates ligand formulated as [O{P(OAr)(OH)(O)}2] (1 or pyrodippH2) (Ar = 2,6-diisopropylphenyl). Due to the instability of 1, it has been transformed into its sodium salt [O{P(OAr)(ONa)(O)}2] (2), which has been used for further reactions to prepare cobalt pyrophosphate complexes 3-7. Reaction of 2 with anhydrous cobalt(II) chloride in the presence of N-heterocyclic ligands results in the formation of [Co(pyrodipp)(imz)3] (3), [Co(pyrodipp)(bpy)2](CH3OH) (4) and [Co(pyrodipp)(phen)2] (5) (imz = imidazole; bpy = 2,2′-bipyridine; phen = 1,10-phenanthroline). Use of multidentate ancillary ligand such as 4-pyridyl-2,2′:6′,2”-terpyridine (pyterpy) under similar reaction conditions leads to the formation of a one-dimensional zig-zag cobalt pyrophosphate coordination polymer [Co(pyrodipp)(pyterpy)(CH3OH)]n (6). In the absence of any ancillary ligand, the reaction between cobalt(II) chloride and 2 in acetonitrile results in the isolation of an interesting inorganic polymer [Co(pyrodipp)(CH3CN)2]n (7), whose backbone consists of a chain of spirocycles of CoP2O3 rings, joined at the cobalt centers. The newly synthesized cobalt pyrophosphates 3-7 have been characterized by both anal. and spectroscopic techniques, magnetic studies apart from single-crystal x-ray diffraction studies in each case. A striking and persistent structural feature in 3-7 is the presence of the cobalt pyrophosphate six-membered metallacycle Co(OPOPO). While cobalt metal exists in trigonal bipyramidal geometry in complex 3, distorted octahedral coordination geometry is observed for cobalt centers in complexes 4-7. In the experimental materials used by the author, we found 4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine(cas: 112881-51-3Synthetic Route of C20H14N4)

4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine(cas: 112881-51-3) belongs to pyridine derivatives. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals. Synthetic Route of C20H14N4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Won, Dong-Il’s team published research in Journal of the American Chemical Society in 2015 | CAS: 138219-98-4

4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Safety of 4,4′-Bis(chloromethyl)-2,2′-bipyridine Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

Safety of 4,4′-Bis(chloromethyl)-2,2′-bipyridineOn October 28, 2015 ,《Highly robust hybrid photocatalyst for carbon dioxide reduction: Tuning and optimization of catalytic activities of dye/TiO2/Re(I) organic-inorganic ternary systems》 was published in Journal of the American Chemical Society. The article was written by Won, Dong-Il; Lee, Jong-Su; Ji, Jung-Min; Jung, Won-Jo; Son, Ho-Jin; Pac, Chyongjin; Kang, Sang Ook. The article contains the following contents:

Herein we report a detailed investigation of a highly robust hybrid system (sensitizer/TiO2/catalyst) for the visible-light reduction of CO2 to CO; the system comprises 5′-(4-[bis(4-methoxymethylphenyl)amino]phenyl-2,2′-dithiophen-5-yl)cyanoacrylic acid as the sensitizer and (4,4′-bis(methylphosphonic acid)-2,2′-bipyridine)ReI(CO)3Cl as the catalyst, both of which have been anchored on three different types of TiO2 particles (s-TiO2, h-TiO2, d-TiO2). It was found that remarkable enhancements in the CO2 conversion activity of the hybrid photocatalytic system can be achieved by addition of water or such other additives as Li+, Na+, and TEOA. The photocatalytic CO2 reduction efficiency was enhanced by approx. 300% upon addition of 3% (volume/volume) H2O, giving a turnover number of ≥570 for 30 h. A series of Mott-Schottky (MS) analyses on nanoparticle TiO2 films demonstrated that the flat-band potential (Vfb) of TiO2 in dry DMF is substantially neg. but pos. shifts to considerable degrees in the presence of water or Li+, indicating that the enhancement effects of the additives on the catalytic activity should mainly arise from optimal alignment of the TiO2 Vfb with respect to the excited-state oxidation potential of the sensitizer and the reduction potential of the catalyst in our ternary system. The present results confirm that the TiO2 semiconductor in our heterogeneous hybrid system is an essential component that can effectively work as an electron reservoir and as an electron transporting mediator to play essential roles in the persistent photocatalysis activity of the hybrid system in the selective reduction of CO2 to CO. The experimental process involved the reaction of 4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4Safety of 4,4′-Bis(chloromethyl)-2,2′-bipyridine)

4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. Safety of 4,4′-Bis(chloromethyl)-2,2′-bipyridine Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wityak, John’s team published research in Bioorganic & Medicinal Chemistry Letters in 1995 | CAS: 171670-23-8

Methyl 6-(aminomethyl)picolinate hydrochloride(cas: 171670-23-8) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Quality Control of Methyl 6-(aminomethyl)picolinate hydrochloride

Quality Control of Methyl 6-(aminomethyl)picolinate hydrochlorideOn September 21, 1995 ,《Synthesis and antiplatelet activity of DMP 757 analogs》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Wityak, John; Fevig, John M.; Jackson, Sharon A.; Johnson, Alexander L.; Mousa, Shaker A.; Parthasarathy, Anju; Wells, Gregory J.; DeGrado, William F.; Wexler, Ruth R.. The article contains the following contents:

A series of novel cyclic peptides I [X = 2-fluoro-1,3-phenylenediyl, 2,5-thiophenediyl, 2,5-furandiyl, 2,6-pyridinediyl, 2,5-thiophenediyl, 2,5-furandiyl, 2,5-pyrrolediyl, (E)-CH2CH:CHCH2, (Z)-CH2CH:CHCH2; CH2-X = Q] related to DMP 757 (I; X = m-C6H4) bearing heterocyclic and otherwise modified linking moieties were prepared by solution-phase methods. Synthetic methods for the preparation of linking groups and cyclic peptides are presented. In vitro data for the purpose of QSAR is discussed. In the experiment, the researchers used many compounds, for example, Methyl 6-(aminomethyl)picolinate hydrochloride(cas: 171670-23-8Quality Control of Methyl 6-(aminomethyl)picolinate hydrochloride)

Methyl 6-(aminomethyl)picolinate hydrochloride(cas: 171670-23-8) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Quality Control of Methyl 6-(aminomethyl)picolinate hydrochloride

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Salameh, Nihad’s team published research in ACS Sustainable Chemistry & Engineering in 2022 | CAS: 39856-58-1

2-Bromopyridin-3-amine(cas: 39856-58-1) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Application In Synthesis of 2-Bromopyridin-3-amine

Application In Synthesis of 2-Bromopyridin-3-amineOn March 21, 2022, Salameh, Nihad; Ferlin, Francesco; Valentini, Federica; Anastasiou, Ioannis; Vaccaro, Luigi published an article in ACS Sustainable Chemistry & Engineering. The article was 《Waste-Minimized Continuous-Flow Synthesis of Oxindoles Exploiting a Polymer-Supported N Heterocyclic Palladium Carbene Complex in a CPME/Water Azeotrope》. The article mentions the following:

The development of an effective synthetic protocol for the synthesis of oxindoles in flow based on a C(sp3)-H activation process promoted by a supported N-heterocyclic carbene palladium heterogeneous catalytic system using cyclopentyl Me ether (CPME) as the reaction medium was reported. The design of the catalyst, the selection of the solvent medium, and the definition of a tailored continuous flow reactor have been all designed to establish an efficient waste-minimized process for the intramol. cyclization of N-methyl-2-halo-acetanilides. The use of CPME in its aqueous azeotropic mixture has allowed to reach high yields of products with a simplified precipitation workup that includes the downstream process separation and recycling of the solvent. An assessment of the environmental and safety hazard features has also been made in order to better clarify the implications in terms of sustainability of the newly developed process. The experimental part of the paper was very detailed, including the reaction process of 2-Bromopyridin-3-amine(cas: 39856-58-1Application In Synthesis of 2-Bromopyridin-3-amine)

2-Bromopyridin-3-amine(cas: 39856-58-1) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Application In Synthesis of 2-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem