Category: pyridine-derivatives

Lease, Nicholas published the artcilePNP-Pincer Complexes of Osmium: Comparison with Isoelectronic (PCP)Ir and (PNP)Ir⁺ Units, SDS of cas: 338800-13-8, the publication is Organometallics (2018), 37(3), 314-326, database is CAplus.

Several complexes of (^tBu4PNP)Os (1, ^tBu4PNP = C₅NH₃-2,6-(CH₂P^tBu₂)₂) are reported. 1 Is isoelectronic with (^tBu4PCP)Ir (2, (^tBu4PCP)Ir = κ³-C₆H₃-2,6-(CH₂P^tBu₂)₂) which has played a leading role in homogeneous catalytic alkane dehydrogenation; the (^tBu4PNP)Os complexes were studied in this context. (^tBu4PNP)OsH₄ (1-H4) is analogous to (^tBu4PCP)IrH₄ (2-H4), but while 2-H4 has some character of a dihydrogen dihydride, 1-H4 is unambiguously a tetrahydride. Ethylene reacts with 1-H4 to afford trans-(^tBu4PNP)OsH₂(C₂H₄) (1-H₂(C₂H₄)). At 25°, 1-H₂(C₂H₄) readily undergoes reversible ethylene insertion into an Os-H bond to yield (^tBu4PNP)OsH(C₂H₅) (1-EtH). DFT calculations indicate that alkane C-H addition to 1 is thermodynamically much more favorable than addition to 2. The favorable thermodn. of 1-(alkyl)H, however, disfavor reductive elimination and formation of the free Os(0) fragment that is required for a catalytic cycle analogous to that reported for 2. C-H or H-H addition to 1 is much more favorable than to 2; this would typically be attributed to the lower oxidation state of 1. However, H₂ addition to the isoelectronic [(^tBu4PNP)Ir(I)]⁺ cation is even more favorable than addition to 1; thus the thermodn. differences result from the difference of the pincer ligand (PNP vs. PCP) rather than the different metal centers (Os(0) vs. Ir(I)). Although H₂ addition to Ir(I) is as favorable as addition to Os(0), addition of a 2nd mol. of H₂ (to give tetrahydrides) is much more favorable for (^tBu4PNP)Os. NBO anal. indicates that the MH₂/MH₄ additions are oxidative whereas the M/MH₂ transformations are reductive.

Organometallics published new progress about 338800-13-8. 338800-13-8 belongs to pyridine-derivatives, auxiliary class Bis-phosphine Ligands, name is 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, and the molecular formula is C23H43NP2, SDS of cas: 338800-13-8.

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

Shan, Zhenwei published the artcileDiscovery of potent dipeptidyl peptidase IV inhibitors derived from β-aminoamides bearing substituted [1,2,3]-triazolopiperidines for the treatment of type 2 diabetes, Product Details of C5H6BNO2, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(6), 1731-1735, database is CAplus and MEDLINE.

A series of novel [1,2,3]-triazolopiperidine derivatives I (R = H, Me, CHF₂, CF₃, CO₂Me, CONH₂, CONMe₂, Ph, 4-F-C₆H₄, 4-Cl-C₆H₄, 4-CF₃-C₆H₄, 4-CN-C₆H₄, 3-CO₂Me-C₆H₄, 4-CONH₂-C₆H₄, 4-CONMe₂-C₆H₄,4-CO₂H-C₆H₄, 4-SO₂Me-C₆H₄, 4-Pyr, 2-Pyr, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 4-oxazolyl) were synthesized and evaluated as inhibitors of dipeptidyl peptidase IV (DPP-4) for the treatment of type 2 diabetes, most of the compounds exhibited excellent in vitro potency (IC₅₀ <50 nM) against DPP-4. Among these, compound I (R = CF₃) with potent in vitro activity against DPP-4 and good pharmacokinetic profiles exhibited pronounced in vivo efficacy in an oral glucose tolerance test (OGTT) in ICR mice. On the base of these properties, compound I (R = CF₃) was selected as a potential new candidate for the treatment of type 2 diabetes.

Bioorganic & Medicinal Chemistry Letters published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C15H23BO2, Product Details of C5H6BNO2.

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

Louw, Stefan published the artcileSerial coupling of reversed-phase and hydrophilic interaction liquid chromatography to broaden the elution window for the analysis of pharmaceutical compounds, Application In Synthesis of 18437-58-6, the publication is Journal of Chromatography A (2008), 1208(1-2), 90-94, database is CAplus and MEDLINE.

It is presently a common practice in drug discovery to analyze samples by reversed-phase liquid chromatog. (RPLC) and hydrophilic interaction chromatog. (HILIC). To increase throughput, HILIC was connected in series to RPLC by a T-piece with make-up flow. The first column is a 2 mm I.D. column having an optimal flow between 0.1 and 0.2 mL/min. Via the T-piece, the flow for the second dimension column with an I.D. of 4.6 mm is adjusted to 1.5-2.0 mL/min with a high acetonitrile content (i.e. �0%) mobile phase. Therefore, even in gradient RPLC anal. starting with a mobile phase with high water content, the HILIC column is always operated at high acetonitrile concentration which is required to obtain retention on the HILIC column. The performance of the hyphenated RPLC/HILIC set-up is illustrated with the anal. of 2 model samples of pharmaceutical interest. Optimization of the conditions in the HILIC dimension is discussed.

Journal of Chromatography A published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Application In Synthesis of 18437-58-6.

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

Azizollahi, Hamid published the artcileSynthesis of [3.4]-Spirooxindoles through Cascade Carbopalladation of Skipped Dienes, Recommanded Product: 2-Bromopyridin-3-amine, the publication is Advanced Synthesis & Catalysis (2020), 362(9), 1899-1904, database is CAplus.

A synthetic route to [3.4]-spirooxindoles based on cascade carbopalladation reactions of 1,4-dienes was described. While carbopalladation of alkenes have been used to access mainly [4.4]- or [4.5]-spirocycles, 4-exo-trig carbopalladation was not been yet applied to the synthesis of relevant [3.4]-spirooxindole scaffolds bearing a cyclobutyl ring. In addition, the cascade reaction generates an exocyclic double bond that can serve as a platform to further diversify the substitution pattern of the spirooxindole nuclei.

Advanced Synthesis & 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

Greenwood, Norman N. published the artcileProperties and thermochemistry of complexes of pyridine with triphenyl-boron, -aluminum, -gallium, and -indium, and diphenylgallium chloride, Recommanded Product: Triphenyl(pyridin-1-ium-1-yl)borate, the publication is Journal of the Chemical Society [Section] A: Inorganic, Physical, Theoretical (1969), 249-53, database is CAplus.

Pyridine reacts with crystalline Ph3B, Ph3Al, Ph3Ga, Ph3In, and Ph2GaCl to give white 1:1 complexes which are monomeric in benzene solution The melting points and heats of formation of the solid adducts from liquid pyridine and crystalline acceptors are: Ph3B. py, 240°, 17.9 kcal. mole-1; Ph3Al.py, 168°, 22.3 kcal. mole-1; Ph3Ga.py, 167°, 19.5 kcal. mole-1; Ph3In.py, 130°, 13.9 kcal. mole-1; Ph2GaCl.py, 18.0 kcal. mole.-1 The problems attending the estimation of gas-phase heats of formation and the calculation of reorganization energies are discussed and the results compared with those available on other Group III acceptors.

Journal of the Chemical Society [Section] A: Inorganic, Physical, Theoretical published new progress about 971-66-4. 971-66-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is Triphenyl(pyridin-1-ium-1-yl)borate, and the molecular formula is C23H20BN, Recommanded Product: Triphenyl(pyridin-1-ium-1-yl)borate.

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

Fabritius, Charles-Henry published the artcile1-Sulfonyl-6-piperazinyl-7-azaindoles as potent and pseudo-selective 5-HT₆ receptor antagonists, Synthetic Route of 903899-13-8, the publication is Bioorganic & Medicinal Chemistry Letters (2016), 26(11), 2610-2615, database is CAplus and MEDLINE.

A series of 1-sulfonyl-6-piperazinyl-7-azaindoles, showing strong antagonistic activity to 5-HT₆ receptor (5-HT₆R) was synthesized and characterized. The series was optimized to reduce activity on D₂ receptor. Based on the selectivity against this off-target and the anal. of the ADME-tox profile, compound 1c was selected for in vivo efficacy assessment, which demonstrated procognitive effects as shown in reversal of scopolamine induced amnesia in an elevated plus maze test in mice. Compound 3, the demethylated version of compound 1c, was profiled against a panel of 106 receptors, channels and transporters, indicating only D₃ receptor as a major off-target. Compound 3 has been selected for this study over compound 1c because of the higher 5-HT₆R/D₂R binding ratio. These results have defined a new direction for the design of our pseudo-selective 5-HT₆R antagonists.

Bioorganic & Medicinal Chemistry Letters published new progress about 903899-13-8. 903899-13-8 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Alcohol,Boronic Acids,Boronic acid and ester, name is (6-Hydroxypyridin-3-yl)boronic acid, and the molecular formula is C5H6BNO3, Synthetic Route of 903899-13-8.

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

Berger, Olivier published the artcilePhosphorus-Carbon Bond Formation: Palladium-Catalyzed Cross-Coupling of H-Phosphinates and Other P(O)H-Containing Compounds, Computed Properties of 39856-58-1, the publication is Advanced Synthesis & Catalysis (2013), 355(7), 1361-1373, database is CAplus.

Two generally applicable systems were developed for the cross-coupling of P(O)H compounds with C_sp2-X and related partners. Pd catalysis using a ligand/additive combination, typically either xantphos/ethylene glycol or 1,1′-bis(diphenylphosphino)ferrocene/1,2-dimethoxyethane, with diisopropylethylamine as the base, proved to be generally useful for the synthesis of numerous P-C containing compounds E.g., reaction of RP(O)(OEt)H (R = octyl) with 2-bromopyridine in the presence of 2 mol% Pd(OAc)₂/xantphos, toluene and ethylene glycol and (ⁱPr)₂NEt at 115° to give 93% yield of (Oct)P(O)(OEt)(2-pyridyl). Routinely, 2 mol% of catalyst are employed (less than half the amount typically employed in most other literature reports). In most cases, excellent results were obtained with a variety of electrophiles (RX, where R = alkenyl, allyl, alkynyl, etc.). The full account of the studies is disclosed, including tandem hydrophosphinylation/coupling and coupling/coupling for doubly catalytic P-C bond formation. The methodol. compares favorably with any existing literature report. The use of an additive appears to be a generally useful strategy to control the reactivity of phosphinylidene compounds

Advanced Synthesis & 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, Computed Properties of 39856-58-1.

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

Dumitru, Florina published the artcileHomo- and heteroduplex complexes containing terpyridine-type ligands and Zn²⁺, Synthetic Route of 2215-33-0, the publication is European Journal of Inorganic Chemistry (2005), 4255-4262, database is CAplus.

We describe a study of the equilibrium binding of Zn²⁺ to binary mixtures of tridentate ligands terpyridine (1), 2,5-(CHNC₆H₅)₂pyridine (2) and (2-pyridyl)NHNCH(2-pyridyl) (3) which leads to the formation of a dynamic mixture of homo ([Zn(1)₂](CF₃SO₃)₂ 4, [Zn(2)₂](CF₃SO₃)₂ 5, [Zn(3)₂](CF₃SO₃)₂ 6) and hetero ([Zn(1)(3)](CF₃SO₃)₂ 7, [Zn(1)(2)](CF₃SO₃)₂ 8, [Zn(2)(3)](CF₃SO₃)₂ 9) coordination compounds We report the crystal structures of five such complexes (4, 5, 7–9) which assemble into complementary duplex compounds that further self-organize into double helical- or lamellar-type architectures in the solid state. The ligand exchange between homo-duplex complexes in solution leads to the preferential formation of the heteroduplex complexes. As might be expected these processes display a statistical distribution of homo-duplex:heteroduplex:homo-duplex complexes of 1:2:1 for the mixtures resulting from 4:6 and 5:6 ligands. However, complex 8 is preferred in a 4:5 mixture which presents a composition of 1:4:1 (amplification factor of about 33%). The X-ray structural determinations of selected single crystals resulting from the stoichiometric mixtures of homo-duplex complexes show unique heteroduplex superstructures 7–9 in the solid state. The present results present the solid-state structures of homo- and hetero-complexes resulting from terpyridine-type ligands 1–3 and Zn²⁺ metal ions. The heteroduplex Zn²⁺ complexes 7–9 are quant. crystallized in the solid state by statistical (7, 9) and structural (8) driven selection in solution from a binary mixture of the terpyridine-type complexes and then trapped by crystallization in the solid state.

European Journal of Inorganic Chemistry published new progress about 2215-33-0. 2215-33-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, and the molecular formula is C11H10N4, Synthetic Route of 2215-33-0.

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

Gilicinski, Andrew G. published the artcileOn the relative power of electrophilic fluorinating reagents of the nitrogen-fluorine (N-F) class, Formula: C6H5F4NO3S, the publication is Journal of Fluorine Chemistry (1992), 59(1), 157-62, database is CAplus.

Electrochem. measurements have been employed as a measure of the relative chem. reactivity of a series of N-F class electrophilic fluorinating reagents. A correlation has been found between the potential for the first one-electron reduction of the reagents and their observed reactivity in synthetic fluorination reactions. Comparative electrochem. data in acetonitrile and DMF are reported.

Journal of Fluorine Chemistry published new progress about 107263-95-6. 107263-95-6 belongs to pyridine-derivatives, auxiliary class Fluorination reagent, name is 1-Fluoropyridiniumtriflate, and the molecular formula is C6H5F4NO3S, Formula: C6H5F4NO3S.

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

Barlin, G. B. published the artcileIonization constants of heterocyclic substances. IX. Protonation of aminopyridines and aminopyrimidinones, HPLC of Formula: 33631-04-8, the publication is Journal of the Chemical Society [Section] B: Physical Organic (1971), 1425-32, database is CAplus.

Ionization constants and uv spectra are reported for amino-2-hydroxypyridines (amino-2-pyridones), amino-4-hydroxypyridines(amino-4-pyridones), and amino-2,4-di-hydroxypryimidines (amino-2,4-pyrimidinediones) and their O-and ring N-Me derivatives Protonation of 3- and 5-amino-2-hydroxypyridines and 3,4-diamino-2-hydroxypyridine (I) occurs first at the amino group (the 3-NH2 of I), but 4- and 6-amino-2-hydroxypyridines and 2- and 3-amino-4-hydroxypyridines are protonated first at O. The most basic center of 4,5-diamino-2,6-dihydroxypyrimidine is the 5-NH2 group.

Journal of the Chemical Society [Section] B: Physical Organic published new progress about 33631-04-8. 33631-04-8 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine,Ether, name is 2-Methoxypyridine-3,4-diamine, and the molecular formula is C6H9N3O, HPLC of Formula: 33631-04-8.

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