Category: pyridine-derivatives

Novak, Michael published the artcileNitrenium ions from food-derived heterocyclic arylamine mutagens, Name: 5-Nitro-2-phenylpyridine, the publication is Journal of the American Chemical Society (1998), 120(7), 1643-1644, database is CAplus.

The pivalic acid esters I (X = N, Y = CH, R = H, Me; X = CH, Y = N, R = H), models for the ultimate mutagenic and carcinogenic metabolites of heterocyclic arylamines, undergo spontaneous uncatalyzed hydrolysis under physiol. pH conditions, but become unreactive under acidic conditions in which the pyridyl N atom is protonated. Kinetic comparisons with the biphenyl ester I (X = Y = CH, R = H) show that the limiting hydrolysis rate constant, k₀, is reduced by substitution of an N atom for a C atom by ∼10⁴ for an ortho substitution and ∼30 for a meta substitution. The hydrolysis rates of these esters are insensitive to added N₃^–, but this nucleophile has considerable effect on reaction products. These results are consistent with a mechanism in which rate-limiting N-O bond heterolysis yields a nitrenium ion that is competitively trapped by solvent and N₃^–. The selectivity ratios, k_az/k_s, for the corresponding ions II (X ≠ Y) are ∼10-300-fold smaller than k_az/k_s for the 4-biphenylylnitrenium ion, II (X = Y = CH).

Journal of the American Chemical Society published new progress about 89076-64-2. 89076-64-2 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitro Compound,Benzene, name is 5-Nitro-2-phenylpyridine, and the molecular formula is C11H8N2O2, Name: 5-Nitro-2-phenylpyridine.

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

Wang, Yue published the artcileA Keggin-type polyoxometalate-based metal-organic complex as a highly efficient heterogeneous catalyst for the selective oxidation of alkylbenzenes, HPLC of Formula: 91-02-1, the publication is Dalton Transactions (2022), 51(6), 2331-2337, database is CAplus and MEDLINE.

The direct oxidation of C-H bonds in organic materials into necessary oxygen containing compounds under mild conditions has attracted increasing attention. A Keggin type polyoxometalate based metal organic complex (MOC), [Cu^II4Cu^I(H₂trz)₄(C₂O₄)(H₂O)₄(H₃PW_11.18Cu^II0.82O₄₀)]·8H₂O (1) (H₃trz = 1,2,4-triazole), was designed and synthesized under hydrothermal conditions, and was structurally characterized by single crystal X-ray diffraction, PXRD, IR spectroscopy, TGA, and XPS. Complex 1 is a 3D 4,6,8-connected architecture derived from [Cu₅(H₂trz)₄(C₂O₄)₂(H₂O)₂]n units and [PW_11.18Cu_0.82O₄₀]^6- anions, which can catalytically oxidize various types of alkylbenzenes. Gas chromatog. anal. showed that complex 1 as a heterogeneous catalyst could effectively catalyze the oxidation of diphenylmethane with 93% conversion and 99% selectivity within 6 h. In addition, the conversion for the catalytic oxidation of ethylbenzene was 96% with 99% selectivity. Compared with some reported catalysts, complex 1 exhibited a better catalytic effect and lower reaction time. Meanwhile, the catalytic oxidation of other benzyl derivatives with complex 1 was also investigated, which indicated that complex 1 possessed excellent catalytic performance.

Dalton Transactions 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 C14H20BClO2, HPLC of Formula: 91-02-1.

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

Xu, Baijie published the artcileA Copper-Containing Polyoxometalate-Based Metal-Organic Framework as an Efficient Catalyst for Selective Catalytic Oxidation of Alkylbenzenes, HPLC of Formula: 91-02-1, the publication is Inorganic Chemistry (2021), 60(7), 4792-4799, database is CAplus and MEDLINE.

A copper-containing polyoxometalate-based metal-organic framework (POMOF), Cu^I12Cl₂(trz)₈[HPW₁₂O₄₀] (HENU-7, HENU = Henan University; trz = 1,2,4-triazole), has been successfully synthesized and well-characterized. In addition, the excellent catalytic ability of HENU-7 has been proved by the selective oxidation of diphenylmethane. Under the optimal conditions, the diphenylmethane conversion obtained over HENU-7 is 96%, while the selectivity to benzophenone is 99%, which outperforms most noble-metal-free POM-based catalysts. Moreover, HENU-7 is stable to reuse for five runs without an obvious loss in activity and also can catalyze the oxidation of different benzylic C-H with satisfactory conversions and selectivities, which implied the significant catalytic activity and recyclability.

Inorganic Chemistry 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 C44H28ClFeN4, HPLC of Formula: 91-02-1.

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

Yang, Fang-zu published the artcileA study on the effect of bath composition on the internal stress of a palladium electrodeposit, Recommanded Product: Pyridine-3-sulfonic acid, the publication is Transactions of the Institute of Metal Finishing (1998), 76(6), 238-240, database is CAplus.

The effects of bath composition on the internal stress of palladium electrodeposits are studied in neutral media with Pd(NH₃)₂Cl₂, K₃C₆H₅O₇, (NH₄)₂C₂O₄ and the additives of the mixture of the synthesized products of nicotinic acid and nicotiamide (NANA), pyridine-3-sulfonic acid (PSA), α-furan formic acid (FF) and cetyl tri-Me ammonium bromide (CTMAB). The internal stress of electrodeposits is quite changeable at the beginning of electrodeposition, later becoming stable gradually. Deposits obtained from pulse electrodeposition have lower stress than that from d.c. After electrodeposition, all the deposits keep the tensile stress which increases with time.

Transactions of the Institute of Metal Finishing published new progress about 636-73-7. 636-73-7 belongs to pyridine-derivatives, auxiliary class Pyridine,Sulfonic acid, name is Pyridine-3-sulfonic acid, and the molecular formula is C8H11NO, Recommanded Product: Pyridine-3-sulfonic acid.

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

Jin, Hongwei published the artcileCopper-Catalyzed One-Pot Synthesis of Substituted Benzimidazoles, Recommanded Product: 2-Bromopyridin-3-amine, the publication is Advanced Synthesis & Catalysis (2010), 352(2+3), 347-350, database is CAplus.

A copper-catalyzed one-pot synthesis of functionalized benzimidazoles has been developed. The procedure combines the copper-catalyzed three-component cascade reaction of sulfonyl azides R¹SO₂N₃ (R¹ = Ph, 4-MeC₆H₄, etc.), alkynes R²CCH (R² = Ph, 4-MeC₆H₄, etc.) and 2-X-4-R³-aniline (R³ = H, Me, Cl; X = Br, I) and the copper-catalyzed intramol. N-arylation of sulfonamides in one sequence, which afforded the products I in moderate to good yields.

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

Wang, Yu published the artcileSelective approach to N-substituted tertiary 2-pyridones, Product Details of C5H6BNO2, the publication is New Journal of Chemistry (2022), 46(23), 11138-11142, database is CAplus.

The regio- and enantioselective amination of readily available vinyl cyclic carbonates with ambivalent 2-hydroxypyridines was achieved using a Pd(0)/DACH-naphthyl catalyst system. The reaction proceeded under simple conditions, providing access to chiral N-substituted 2-pyridones that bear elusive tertiary carbon centers. A significant drawback previously related to making these products via transition metal-catalyzed allylic substitution procedures was overcome by this catalytic method.

New Journal of Chemistry 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 C10H9ClN2O, Product Details of C5H6BNO2.

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

Xie, Pan published the artcilePhoto-induced oxidative cleavage of C-C double bonds for the synthesis of biaryl methanone via CeCl₃ catalysis, Recommanded Product: Phenyl(pyridin-2-yl)methanone, the publication is Organic & Biomolecular Chemistry (2021), 19(31), 6781-6785, database is CAplus and MEDLINE.

A Ce-catalyzed strategy is developed to produce biaryl methanones via photooxidative cleavage of C-C double bonds at room temperature This reaction is performed under air and demonstrates high activity as well as functional group tolerance. A synergistic Ce/ROH catalytic mechanism is also proposed based on the exptl. observations. This protocol should be the first successful Ce-catalyzed photooxidation reaction of olefins with air as the oxidant, which would provide inspiration for the development of novel Ce-catalyzed photochem. synthesis processes.

Organic & Biomolecular Chemistry 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 C8H7ClO3, Recommanded Product: Phenyl(pyridin-2-yl)methanone.

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

Kawada, Takuma published the artcileAsymmetric Transfer Hydrogenative Amination of Benzylic Ketones Catalyzed by Cp*Ir(III) Complexes Bearing a Chiral N-(2-Picolyl)sulfonamidato Ligand, Category: pyridine-derivatives, the publication is Journal of Organic Chemistry (2022), 87(13), 8458-8468, database is CAplus and MEDLINE.

A convenient asym. reductive amination of benzylic ketones (α-arylated ketones) catalyzed by newly designed Cp*Ir complexes bearing a chiral N-(2-picolyl)sulfonamidato ligand was developed. Using readily available β-amino alcs. as chiral aminating agents, a range of benzo-fused and acyclic ketones were successfully reduced with formic acid in methanol at 40°C to afford amines with favorable chemo- and diastereoselectivities. The amino alc.-derived chiral auxiliary was easily removed by mild periodic oxidants, leading to optically active primary β-arylamines without erosion of the optical purity (up to 97% ee). The excellent catalytic performance was retained even upon lowering the amount of catalyst to a substrate/catalyst (S/C) ratio of 20,000, and the amination could be performed on a large scale exceeding 100 g. The precise hydride transfer to iminium species generated from the ketonic substrate and the chiral amine counterpart was suggested by the mechanistic studies on stoichiometric reactions of isolable hydridoiridium complexes and model intermediates such as N,O-acetal, enamine, and iminium compounds

Journal of Organic Chemistry 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, Category: pyridine-derivatives.

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

Okuda, Shigenobu published the artcileThe constitution of matrine. XXVI. The constitution of dehydro-α-matrinidine, Safety of 4-Amino-2-picoline, the publication is Pharmaceutical Bulletin (1956), 257-61, database is CAplus.

cf. C.A. 49, 8316f. The decision between the 2 proposed structures of dehydro-α-matrinidine (I), upon which the structure of matrine depends, is based on spectrographic comparisons. Ultraviolet absorption maximum are recorded for: the degradation products of matrine, I, and the 2 bases C₁₂H₁₈N₂, m. 111° and 190°, resp.; the 4-aminopyridine group of 4-H₂N and 4-Et₂N derivatives of C₅H₅N, and 5,7-dimethyl-1,2,3,4-tetrahydro-1,6-naphthyridine (II); the 3-aminopyridine group of 3-H₂N (III) and 3-Me₂N (IV) derivatives of C₅H₅N, and 2,4-dimethyl-5,6,7,8-tetrahydro-1,5-naphthyridine (V); the 2-aminopyridine group of the 2-H₂N derivative of C₅H₅N, and 2,4-dimethyl-5,6,7,8-tetrahydro-1,8-naphthyridine. The solvents used were EtOH, 0.1N NaOH, 0.01N H₂SO₄, 50% H₂SO₄, and concentrated H₂SO₄. The spectra of 2,4-Me(H₂N) and 2,6,4-Me₂(H₂N) derivatives of C₅H₅N were determined in EtOH only. Only II and IV were previously unknown. The synthesis of II will be reported later. Methylation of III with H₂CO and HCO₂H gave IV, b₆ 95°; picrate, m. 179-81°. Study of the spectra led to the following generalizations: the 3-aminopyridine group form their di-salts even in 50% H₂SO₂, whereas the matrine products and the 4-aminopyridine group show the same absorption in 50% as in 0.01N H₃SO₃; I absorbs at much shorter wave lengths than III in EtOH, 0.1N NaOH, and 0.01N H₂SO₂; C₂H₂N₂ both have the same absorption in all solvents, very similar to that of II, and very different from that of V. It is concluded that all 3 matrine degradation compounds have the 4-aminopyridine skeleton, that I is 1-methyl-4,5,6,8,9,10-hexahydropyrido[3,4,5-ij]quinolizine, and that the C₁₂H₁₈N₂ are Me derivatives of 8-propyl-1,2,3,4-tetrahydro-1,6-naphthyridine.

Pharmaceutical Bulletin 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, Safety of 4-Amino-2-picoline.

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

Profft, Elmar published the artcilePreparation and pharmacological properties of 1-(4-alkoxy-2-pyridyl)-2-ethylpiperidines, SDS of cas: 18437-58-6, the publication is Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft (1958), 429-36, database is CAplus.

The title compounds in which the alkoxy group was MeO, EtO, PrO, BuO, iso-BuO, AmO, iso-AmO, n-C₆H₁₃O, or n-C₇H₁₅O were prepared and tested for their activity as local anesthetics by surface application of a 1% solution of their HCl salts. The PrO compound was prepared by treating 24 g. 2,4-Me(PrO)C₅H₃N with 12 g. 40% HCHO and 3 drops of HOAc at 190° for 8 h. and working up with Et₂O to give 7 g. 2,4-HOCH₂CH₂(PrO)C₅H₃N (I), yellow oil, b₁₈ 182-6°. I (10 g.) kept with 2 g. KOH for 40 h., some hydroquinone added, and the product vacuum distilled gave 2,4-CH₂:CH(PrO)C₅H₃N (II), b₂₀ 125-7°. II (0.05 mol) heated with 0.033 mol piperidine and 0.0043 mol HOAc for 3 h. on a water bath at 95-110°, then vacuum distilled gave 1-(4-propoxy-2-pyridyl)-2-ethylpiperidine, a golden oil, b₁₆ 200.5°. The other members of the series were prepared in a similar manner. Only the n-C₆H₁₃O and n-C₇H₁₅O analogs showed any significant pharmacol. activity as local anesthetics. Quaternary iodides were also prepared from the 4-alkoxy-2-methylpyridines where the alkoxy group was MeO, EtO, PrO, BuO, or AmO by treatment of 0.02 mol of the picoline with 0.021 mol MeI in 3-5 mL. EtOH for 3 h.

Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft 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, SDS of cas: 18437-58-6.

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