Tag: M.W=150-200

Yamada, Masatoshi published the artcileHighly Enantioselective Direct Asymmetric Reductive Amination of 2-Acetyl-6-Substituted Pyridines, Synthetic Route of 91-02-1, the publication is Organic Letters (2021), 23(9), 3364-3367, database is CAplus and MEDLINE.

A highly direct asym. reductive amination of a variety of ketone substrates, including 2-acetyl-6-substituted pyridines, β-keto esters, β-keto amides, and 1-(6-methylpyridin-2-yl)propan-2-one, has been disclosed for the first time (94.6% to >99.9% ee). With ammonium trifluoroacetate as the nitrogen source, various chiral corresponding primary amines were prepared in excellent enantioselectivity and conversion in the presence of a com. available and inexpensive chiral catalyst, Ru(OAc)₂{(S)-binap}, under 0.8 MPa of hydrogen gas pressure.

Organic Letters published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C10H18BNO4, Synthetic Route of 91-02-1.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Empel, Anna published the artcileTowards Property Profiling: SYNTHESIS and SAR Probing of New Tetracyclic Diazaphenothiazine Analogues, Synthetic Route of 39856-58-1, the publication is International Journal of Molecular Sciences (2021), 22(23), 12826, database is CAplus and MEDLINE.

A series of new tertiary phenothiazine derivatives containing a quinoline and a pyridine fragment was synthesized by the reaction of 1-methyl-3-benzoylthio-4-butylthioquinolinium chloride with 3-aminopyridine derivatives bearing various substituents on the pyridine ring. The direction and mechanism of the cyclization reaction of intermediates with the structure of 1-methyl-4-(3-pyridyl)aminoquinolinium-3-thiolate was related to the substituents in the 2- and 4-pyridine position. The structures of the compounds were analyzed using 1H, 13C NMR (COSY, HSQC, HMBC) and X-ray anal., resp. Moreover, the antiproliferative activity against tumor cells (A549, T47D, SNB-19) and a normal cell line (NHDF) was tested. The antibacterial screening of all the compounds was conducted against the reference and quality control strain Staphylococcus aureus ATCC 29213, three clin. isolates of methicillin-resistant S. aureus (MRSA). In silico computation of the intermol. similarity was performed using principal component anal. (PCA) and hierarchical clustering anal. (HCA) on the pool of structure/property-related descriptors calculated for the novel tetracyclic diazaphenothiazine derivatives The distance-oriented property evaluation was correlated with the exptl. anticancer activities and empirical lipophilicity as well. The quant. shape-based comparison was conducted using the CoMSA method in order to indicate the potentially valid steric, electronic and lipophilic properties. Finally, the numerical sampling of similarity-related activity landscape (SALI) provided a subtle picture of the SAR trends.

International Journal of Molecular Sciences published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, Synthetic Route of 39856-58-1.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Ferlin, Francesco published the artcileC(sp³)-H Arylation Promoted by a Heterogeneous Palladium-N-Heterocyclic Carbene Complex in Batch and Continuous Flow, Application In Synthesis of 39856-58-1, the publication is ChemSusChem (2022), 15(6), e202102736, database is CAplus and MEDLINE.

A heterogeneous reusable palladium(II)-bis(N-heterocyclic carbene) catalyst was prepared and shown to catalyze the intramol. C(sp³)-H activation/cyclization of N-alkyl-2-bromoanilines furnishing indolines. This new catalytic system was based on a bis-imidazolium ligand immobilized on a spaced cross-linked polystyrene support. The iodide ligands on the catalyst played a central role in the efficiency of the process occurring through a “release and catch” mechanism. The heterogeneous nature of the catalyst was further exploited in the design of a continuous-flow protocol that allowed a more efficient recovery and reuse of the catalyst, as well as a very fast and safe procedure.

ChemSusChem published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, Application In Synthesis of 39856-58-1.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Salameh, Nihad published the artcileHeterogeneous palladium-catalysed intramolecular C(sp³)-H α-arylation for the green synthesis of oxindoles, Recommanded Product: 2-Bromopyridin-3-amine, the publication is Molecular Catalysis (2022), 112211, database is CAplus.

The development of a waste-minimized protocol for the synthesis of oxindoles I [R = H, Me; R¹ = Me, Et, Bn; R² = H, Me, F; R³ = H, F, Me, CF₂; R⁴ = H, Me, Cl, CN, etc.; R⁵ = CH, N] using cyclopentyl Me ether (CPME) as a safe and green reaction medium and palladium on carbon (Pd/C) as a reusable catalyst was presented. This protocol is efficiently applied to a variety of substrates 2-R²-3-R³-4-R⁴-5-R⁵-6-X-C₆N(R¹)C(O)CH₃ [X = Br, Cl] affording products I with excellent yields, minimal metal contamination and min. waste production The catalyst was recovered and reused for four consecutive runs without any apparent loss of efficiency. Moreover, products I were isolated by simple precipitation from heptane with no need for chromatog. separations, and both CPME and heptane were recovered. Waste-minimization is reflected by the low E-factor calculated for the presented protocol.

Molecular Catalysis published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, Recommanded Product: 2-Bromopyridin-3-amine.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Billingsley, Kelvin L. published the artcileA highly active catalyst for Suzuki-Miyaura cross-coupling reactions of heteroaryl compounds, SDS of cas: 612845-44-0, the publication is Angewandte Chemie, International Edition (2006), 45(21), 3484-3488, database is CAplus and MEDLINE.

Catalysts derived from Pd and bulky dialkylphosphinobiaryl ligands are shown to be highly stable and active in Suzuki-Miyaura reactions of heteroaryl halides and heteroaryl boronic acids/esters (e.g., 3- or 4-pyridine, indole, and N-protected pyrrole derivatives). Furthermore, this catalyst system is not inhibited by the presence of highly basic aminopyridines or aminopyrimidines.

Angewandte Chemie, International Edition published new progress about 612845-44-0. 612845-44-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Ether,Boronic Acids,Boronic acid and ester, name is (6-Ethoxypyridin-3-yl)boronic acid, and the molecular formula is C7H10BNO3, SDS of cas: 612845-44-0.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Oliveira Araujo, Vinicius published the artcileLead(II) compounds with neutral coordination of semicarbazones: Synthesis and characterization, Related Products of pyridine-derivatives, the publication is Inorganica Chimica Acta (2022), 120785, database is CAplus.

2-Benzoylpyridine semicarbazide/4-phenylsemicarbazide derived ligands as hydrochloride salts, [H₂L]Cl and [H₂L^Ph]Cl·2H₂O, react with Pb²⁺ ions in aqueous and organic milieus. The compounds [Pb₂(HL)₂Cl₄]·2DMF (1a), [Pb₂(HL)₂Cl₄]·5H₂O (1b), [Pb₂(HL)₂Cl₂(NO₃)₂]·4H₂O (2), [Pb₂(HL)₂(SCN)₄] (3), [Pb₄(HL^Ph)₄Cl₈] (4), [Pb(HL^Ph)₂(NO₃)₂] (5) and [Pb(HL^Ph)₂(SCN)₂] (6) were obtained and characterized by powder x-ray diffraction and by IR and UV-visible spectroscopies. Compounds 1–5 were analyzed by single-crystal x-ray diffraction. Tetrel and hydrogen bonds dominate the solid-state arrangements. The aqueous synthetic approach makes the pre-ligands of this work promising for further studies in aqueous coordination chem. with p-block metal ions. [H₂L]Cl and [H₂L^Ph]Cl·2H₂O are suitable for coordination as neutral HL or HL^Ph species.

Inorganica Chimica Acta published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H9NO, Related Products of pyridine-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Vasbinder, Melissa M. published the artcileDiscovery and Optimization of a Novel Series of Potent Mutant B-Raf^V600E Selective Kinase Inhibitors, SDS of cas: 1008506-24-8, the publication is Journal of Medicinal Chemistry (2013), 56(5), 1996-2015, database is CAplus and MEDLINE.

B-Raf represents an attractive target for anticancer therapy, and the development of small mol. B-Raf inhibitors has delivered new therapies for metastatic melanoma patients. The authors have discovered a novel class of small mols. that inhibit mutant B-Raf^V600E kinase activity both in vitro and in vivo. Investigations into the structure-activity relationships of the series are presented along with efforts to improve upon the cellular potency, solubility, and pharmacokinetic profile. Compounds selectively inhibited B-Raf^V600E in vitro and showed preferential antiproliferative activity in mutant B-Raf^V600E cell lines and exhibited selectivity in a kinase panel against other kinases. Examples from this series inhibit growth of a B-Raf^V600E A375 xenograft in vivo at a well-tolerated dose. In addition, aminoquinazolines described herein were shown to display pERK elevation in nonmutant B-Raf cell lines in vitro.

Journal of Medicinal Chemistry published new progress about 1008506-24-8. 1008506-24-8 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Ether,Pyridine,Boronic Acids,Boronic acid and ester, name is 3-Methoxypyridine-4-boronic acid, and the molecular formula is C11H8O3, SDS of cas: 1008506-24-8.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Sanders, Georgine M. published the artcileReactions of haloquinolizinium bromides with diethylamine, Formula: C7H6ClNO2, the main research area is quinolizinium bromide diethylamine reaction.

The reactions of quinolizinium bromide (QB) and its four monobromo derivatives with diethylamine have been investigated. For Br in position 2 or 4, substitution is the main process, whereas for Br in positions 1 and 3 quant. ring opening is found. The substituted pyridylbutadienes formed by ring opening, are cis-trans-butadienes, which isomerize into the all-trans forms. The steric course of the ring opening is explained.

Journal of Heterocyclic Chemistry published new progress about quinolizinium bromide diethylamine reaction. 24484-93-3 belongs to class pyridine-derivatives, name is Methyl 4-chloropicolinate, and the molecular formula is C7H6ClNO2, Formula: C7H6ClNO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Heerding, Dirk published the artcileSynthesis of a tritium labeled analog of the novel hematoregulatory agent SB 209978, Recommanded Product: Methyl 4-chloropicolinate, the main research area is SB 209978 tritium preparation; hematoregulatory agent tritium labeled preparation.

[3H]-SB 209978 (I, X = 3H) was synthesized in 6 steps from phenylene diamine dihydrochloride. A key aspect was the regioselective synthesis of 6-chloropicolinic acid. This was condensed with diamine II and the resulting product was deprotected to give I (X = Cl). Palladium catalyzed 3H-hydrogenolysis of the chloropyridine rings gave the final product I (3H).

Journal of Labelled Compounds & Radiopharmaceuticals published new progress about SB 209978 tritium preparation; hematoregulatory agent tritium labeled preparation. 24484-93-3 belongs to class pyridine-derivatives, name is Methyl 4-chloropicolinate, and the molecular formula is C7H6ClNO2, Recommanded Product: Methyl 4-chloropicolinate.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Shuman, Robert T. published the artcileAn improved synthesis of homoproline and derivatives, Computed Properties of 123811-72-3, the main research area is homoproline derivative; proline homo derivative; piperidinecarboxylic acid; benzohomoproline.

Homoproline derivatives I (R = 3-Me, 4-Me, 6-Me, 4-Et, 4-OMe, 4-CMe3) were prepared from the corresponding pyridines II in 4 steps. A key step was the treatment of N-oxides III (R = same) with Me3SiCN and Me2NCOCl in CH2Cl2 to give nitriles IV (R = same). 5,6-Benzohomoprolines V (R1 = H, Me) were also prepared

Journal of Organic Chemistry published new progress about homoproline derivative; proline homo derivative; piperidinecarboxylic acid; benzohomoproline. 123811-72-3 belongs to class pyridine-derivatives, name is 3-Methylpicolinic acid hydrochloride, and the molecular formula is C7H8ClNO2, Computed Properties of 123811-72-3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem