Tag: M.W=100-150

Sreedhar, B. published the artcileNanocrystalline Titania-Supported Palladium(0) Nanoparticles for Suzuki-Miyaura Cross-Coupling of Aryl and Heteroaryl Halides, Computed Properties of 197958-29-5, the publication is Advanced Synthesis & Catalysis (2011), 353(14-15), 2823-2836, database is CAplus.

The Suzuki cross-coupling reaction of various aryl and heteroaryl halides with arylboronic and heteroarylboronic acids was studied using a titania-supported palladium(0) catalyst at room temperature under air. The conversion and selectivity results obtained for many substrates were excellent and similar to those provided by more active or even homogeneous catalysts. The methodol. was similarly effective using 2-bromo-3,4,5-trimethoxybenzaldehyde as the coupling partner. Furthermore, it has been shown that it is useful for the synthesis of terphenyls and tetraphenyls. The catalyst is quant. recovered from the reaction by simple filtration and reused for a number of cycles without significant loss of activity. Inductively coupled plasma (ICP) mass-spectrometric anal. of the filtrate from the reaction mixture demonstrated that the palladium metal hardly leached into the solution within the limits of the detector (1 ppm), thus suggesting that the present Suzuki-Miyaura reaction proceeded by heterogeneous catalysis.

Advanced Synthesis & Catalysis 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 C12H9N3O4, Computed Properties of 197958-29-5.

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

Yu, Xiao-Qiang published the artcileAryl triolborates: Novel reagent for copper-catalyzed N-arylation of amines, anilines, and imidazoles, Recommanded Product: 2-Pyridinylboronic acid, the publication is Chemistry – An Asian Journal (2008), 3(8-9), 1517-1522, database is CAplus and MEDLINE.

The N-arylation of primary and secondary aliphatic amines, anilines, and imidazoles with novel potassium aryl triolborates was carried out in the presence of a reoxidant and a catalytic amount of Cu(OAc)₂ (10 mol %). Aryl triolborates were found to be better reagents than arylboronic acids or potassium aryl trifluoroborates as the former achieved high yields under mild conditions. Coupling of primary and secondary aliphatic amines to give N-arylamines in excellent yields was performed under oxygen atm. The reactions of anilines and imidazoles to provide N-arylanilines and N-arylimidazoles in good yields proceeded smoothly when trimethylamine N-oxide was used as an oxidant.

Chemistry – An Asian Journal 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 Al2H32O28S3, Recommanded Product: 2-Pyridinylboronic acid.

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

Kawasaki-Takasuka, Tomoko published the artcileThe modified trifluoromethylation protocol applicable to electronically deficient iodopyridinones, Computed Properties of 197958-29-5, the publication is Tetrahedron (2015), 71(38), 6824-6831, database is CAplus.

Utilization of a mixed solvent system of DMF/HMPA = 1/1 (volume/volume) to the KF/CuI/TMSCF₃ reagent system proved to significantly affect the reaction, realizing convenient introduction of a trifluoromethyl (CF₃) group not only to electron-deficient iodopyridinones, e.g., I, with quite a few previous successful examples but also to aliphatic vinylic iodides such as 2-iodocyclohex-2-en-1-one, 1-iodocyclohex-1-ene, (E)- and (Z)-(4-iodobut-3-en-1-yl)benzene.

Tetrahedron 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 C5H6BNO2, Computed Properties of 197958-29-5.

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

Cheng, Kai published the artcileThe Pd(OAc)₂-catalyzed homocoupling of arylboronic acids in water and ionic liquid, Related Products of pyridine-derivatives, the publication is Journal of Molecular Catalysis A: Chemical (2007), 273(1-2), 240-243, database is CAplus.

The homocoupling reaction of the arylboronic acids proceeded smoothly in a mixture of water and ionic liquids in the presence of Et bromoacetate ester using Pd(OAc)₂ as catalyst in high yield at 60 °C for 3 h. The separation of desired products was easily performed by extraction with di-Et ether and Pd(OAc)₂-[bmim][PF₆] (1-butyl-3-methylimidazolium hexafluorophosphate) can be reused eight times accompanied with only a slight decrease in activity.

Journal of Molecular Catalysis A: Chemical 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 C5H6BNO2, Related Products of pyridine-derivatives.

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

Zhu, Huilong published the artcileRhodium-Catalyzed Chemodivergent Pyridylation of Alkynes with Pyridylboronic Acids, Quality Control of 197958-29-5, the publication is Organic Letters (2022), 24(27), 4896-4901, database is CAplus and MEDLINE.

The pyridylation of alkynes with pyridylboronic acids is realized under rhodium catalysis. Chemodivergent pyridylation products, including alkenylpyridines produced via the hydropyridylation pathway and cyclopenta[c]pyridines produced via the pyridylation/cyclization pathway, were selectively produced by fine-tuning the reaction conditions. A mechanistic study revealed that 1,4-rhodium migration to the pyridine ring was involved as the key step in the chemodivergent synthesis.

Organic 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 C15H14O3, Quality Control of 197958-29-5.

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

Hu, Yonghan published the artcileContinued exploration of biphenylsulfonamide scaffold as a platform for aggrecanase-1 inhibition, SDS of cas: 903899-13-8, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(22), 6800-6803, database is CAplus and MEDLINE.

Design, synthesis and structure-activity relationship of a series of biphenylsulfonamido-3-methylbutanoic acid based aggrecanase-1 inhibitors are described. In addition to robust aggrecanase-1 inhibition, these compounds also exhibit potent MMP-13 activity. In cell-based cartilage explants assay 4-[4-(3-F₃CC₆H₄)C₆H₄]C₆H₄SO₂NH-L-Val-OH produced 87% inhibition of proteoglycan degradation at 10 μg/mL. Good pharmacokinetic properties were demonstrated by 4-[4-(2-NCC₆H₄)C₆H₄]C₆H₄SO₂NH-L-Val-OH with a half-life of 6 h and bioavailability of 23%.

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, SDS of cas: 903899-13-8.

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

Huang, Chao published the artcileDiscovery, synthesis, biological evaluation and molecular docking study of (R)-5-methylmellein and its analogs as selective monoamine oxidase A inhibitors, HPLC of Formula: 197958-29-5, the publication is Bioorganic & Medicinal Chemistry (2019), 27(10), 2027-2040, database is CAplus and MEDLINE.

Nonracemic hydroxydihydroisobenzopyranones such as I, analogs of (R)-5-methylmellein, were prepared and tested as inhibitors of monoamine oxidase A (MAO-A). Most of the hydroxydihydrobenzopyranones selectively inhibited MAO-A with IC₅₀ values of 60 nM to 29 μM; I was the most potent and selective analog prepared, with IC₅₀ values of 60 nM for MAO-A and >50 μM for MAO-B. Mol. docking calculations of I in the active sites of MAO-A and MAO-B were performed; the kinetics of inhibition of MAO-A by I were determined

Bioorganic & Medicinal 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 C5H6BNO2, HPLC of Formula: 197958-29-5.

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

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