Category: 777931-67-6

Inai, Makoto; Ouchi, Hitoshi; Asahina, Aya; Asakawa, Tomohiro; Hamashima, Yoshitaka; Kan, Toshiyuki published the artcile< Practical total syntheses of acromelic acids A and B>, Name: 3-Bromo-2-chloro-6-methoxypyridine, the main research area is natural product acromelic acid total regioselective enantioselective synthesis pyrrolidine; reductive amination ortho lithiation bromination dichloropyridine; nitroalkene asym conjugate addition ketoester nickel catalyst epimerization.

Practical total syntheses of acromelic acids A and B, which were scarce natural products isolated from toxic mushroom by Shirahama and Matsumoto, were accomplished in 13 (36% total yield) and 17 steps (6.9% total yield), resp., from 2,6-dichloropyridine. Beginning with regioselective transformation of sym. 2,6-dichloropyridine by either ortho-lithiation or bromination, nitroalkenes (I) (R1 = CO2Me, OMe; R2 = OMe, CO2t-Bu) were provided. Stereoselective construction of the vicinal stereocenters at the C-3, 4 positions of acromelic acids A and B was performed by a Ni-catalyzed asym. conjugate addition of α-ketoesters to the nitroalkenes. Construction of the pyrrolidine ring was accomplished in a single operation via a sequence consisting of reduction of the nitro group, intramol. condensation with the ketone, and reduction of the resulting ketimine.

Chemical & Pharmaceutical Bulletin published new progress about Amino acids Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 777931-67-6 belongs to class pyridine-derivatives, and the molecular formula is C6H5BrClNO, Name: 3-Bromo-2-chloro-6-methoxypyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ouchi, Hitoshi; Asahina, Aya; Asakawa, Tomohiro; Inai, Makoto; Hamashima, Yoshitaka; Kan, Toshiyuki published the artcile< Practical Total Syntheses of Acromelic Acids A and B>, Computed Properties of 777931-67-6, the main research area is acromelic acid A B total synthesis; asym conjugate addition intramol reductive amination epimerization.

Practical total syntheses of acromelic acids A (I) and B (II), which have potent neuro-excitatory activity, were accomplished in 13 (36% total yield) and 17 steps (6.9% total yield), resp., from 2,6-dichloropyridine. Regioselective transformation of sym. 2,6-dichloropyridine provided nitroalkenes III and IV. The pyrrolidine ring was efficiently constructed by Ni-catalyzed asym. conjugate addition followed by intramol. reductive amination.

Organic Letters published new progress about Alkaloids Role: SPN (Synthetic Preparation), PREP (Preparation). 777931-67-6 belongs to class pyridine-derivatives, and the molecular formula is C6H5BrClNO, Computed Properties of 777931-67-6.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Eastman, Kyle J.; Parcella, Kyle; Yeung, Kap-Sun; Grant-Young, Katharine A.; Zhu, Juliang; Wang, Tao; Zhang, Zhongxing; Yin, Zhiwei; Beno, Brett R.; Sheriff, Steven; Kish, Kevin; Tredup, Jeffrey; Jardel, Adam G.; Halan, Vivek; Ghosh, Kaushik; Parker, Dawn; Mosure, Kathy; Fang, Hua; Wang, Ying-Kai; Lemm, Julie; Zhuo, Xiaoliang; Hanumegowda, Umesh; Rigat, Karen; Donoso, Maria; Tuttle, Maria; Zvyaga, Tatyana; Haarhoff, Zuzana; Meanwell, Nicholas A.; Soars, Matthew G.; Roberts, Susan B.; Kadow, John F. published the artcile< The discovery of a pan-genotypic, primer grip inhibitor of HCV NS5B polymerase>, Application In Synthesis of 777931-67-6, the main research area is hepatitis C virus NS5B polymerase 7 azabenzofuran.

The development of a series of novel 7-azabenzofurans exhibiting pan-genotype inhibition of HCV NS5B polymerase via binding to the primer grip site is presented. Many challenges, including poor oral bioavailability, high clearance, bioactivation, high human serum shift, and metabolic stability were encountered and overcome through SAR studies. This work culminated in the selection of BMS-986139 (43) as a preclin. candidate.

MedChemComm published new progress about Blood serum. 777931-67-6 belongs to class pyridine-derivatives, and the molecular formula is C6H5BrClNO, Application In Synthesis of 777931-67-6.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Connon, Stephen J.; Hegarty, Anthony F. published the artcile< Stabilized 2,3-pyridyne reactive intermediates of exceptional dienophilicity>, Product Details of C6H5BrClNO, the main research area is regioselective lithiation thiophenoxy chloropyridine; thiophenoxy pyridyne preparation; pyridine endoxide preparation.

The enhanced dienophilicity of 4-methoxy, 4-aryloxy and 4-thiophenoxy analogs of 2,3-pyridyne relative to itself is reported. The regioselective lithiation of 4-alkoxy- and 4-thiophenoxy-2-chloropyridine at low temperatures, followed by elimination of lithium chloride affords 4-alkoxy- and 4-thiophenoxypyridynes, which can be trapped in situ in a [4+2] cycloaddition reaction with furan to give endoxides in moderate to good yields (25-58%). In contrast, precursors with a hydrogen or Me substituent at C-4 give no evidence for pyridyne formation under these conditions. Attempts to generate 6-isopropoxy-2,3-pyridyne from the low-temperature lithiation of 2-chloro-6-isopropoxypyridine were unsuccessful due to the instability of the 2-chloro-6-isopropoxy-5-lithiopyridine.

European Journal of Organic Chemistry published new progress about [4+2] Cycloaddition reaction. 777931-67-6 belongs to class pyridine-derivatives, and the molecular formula is C6H5BrClNO, Product Details of C6H5BrClNO.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chen, Tiffany Q.; Pedersen, P. Scott; Dow, Nathan W.; Fayad, Remi; Hauke, Cory E.; Rosko, Michael C.; Danilov, Evgeny O.; Blakemore, David C.; Dechert-Schmitt, Anne-Marie; Knauber, Thomas; Castellano, Felix N.; MacMillan, David W. C. published the artcile< Unified Approach to Decarboxylative Halogenation of (Hetero)aryl Carboxylic Acids>, Quality Control of 777931-67-6, the main research area is hetero aryl halide preparation photochem; aryl hetero carboxylic acid decarboxylative halogenation copper catalyst.

A general catalytic method for direct decarboxylative halogenation of (hetero)aryl carboxylic acids RC(O)OH (R = 4-sulfamoylphenyl, 5-methylpyridin-2-yl, isoquinolin-1-yl, etc.) via ligand-to-metal charge transfer was reported. This strategy accommodates an exceptionally broad scope of substrates. An aryl radical intermediate is leveraged toward divergent functionalization pathways: (1) atom transfer to access bromo- or iodo(hetero)arenes or (2) radical capture by copper and subsequent reductive elimination to generate chloro- or fluoro(hetero)arenes. The proposed ligand-to-metal charge transfer mechanism is supported through an array of spectroscopic studies.

Journal of the American Chemical Society published new progress about Aromatic carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 777931-67-6 belongs to class pyridine-derivatives, and the molecular formula is C6H5BrClNO, Quality Control of 777931-67-6.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hao, Shu-Yi; Qi, Zhi-Yuan; Wang, Shuai; Wang, Xing-Rong; Chen, Shi-Wu published the artcile< Synthesis and bioevaluation of N-(3,4,5-trimethoxyphenyl)-1H-pyrazolo[3,4-b]pyridin-3-amines as tubulin polymerization inhibitors with anti-angiogenic effects>, Related Products of 777931-67-6, the main research area is pyridopyrazole trimethoxyaniline palladium acetate catalyst haloalkane Buchwald Hartwig coupling; trimethoxyphenyl pyrazolo pyridinamine preparation antitumor cytotoxicity SAR; Aniogenesis; Antitumor; Inhibitors; Pyrazolo[3,4-b]pyridine; Tubulin polymerization.

A new series of N-(3,4,5-trimethoxyphenyl)-1H-pyrazolo[3,4-b]pyridin-3-amine derivatives I [R1 = H, Me, cyclopentyl; R2 = Me, Et, Pr, etc.] as tubulin polymerization inhibitors were synthesized, and evaluated for the anti-proliferative activities. A structure-activity relationship study revealed that the free amino moiety of 1H-pyrazolo[3,4-b]pyridin-3-amine played an essential role in the anti-proliferative activities. Especially, compound I [R1 = H; R2 = methyl] displayed the strongest anti-proliferation against MCF-7 cells with IC50 value of 0.067 ± 0.003μM, and high selectivity over the normal human embryonic lung WI-38 cells with IC50 value of 23.41 ± 1.53μM. Further mechanistic studies revealed that I [R1 = H; R2 = methyl] showed strong anti-tubulin polymerization activity, changed the morphol. of tubulin, and arrested the cell cycle at the G2/M transition in MCF-7 cells. Mol. docking anal. suggested that I [R1 = H; R2 = methyl] well occupied the colchicine-binding pocket of tubulin. Addnl., I [R1 = H; R2 = methyl] demonstrated anti-angiogenic activities with blocking the migration, invasion and tube formation, disrupting the newly formed tube, and regulating both MMP-9 and TIMP-1 in HUVEC cells. In summary,results highlight that compound I [R1 = H; R2 = methyl] was a potential antitumor compound that was worthy of further development.

Bioorganic & Medicinal Chemistry published new progress about Antiangiogenic agents. 777931-67-6 belongs to class pyridine-derivatives, and the molecular formula is C6H5BrClNO, Related Products of 777931-67-6.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Tsuruoka, Ryoji; Yoshikawa, Naoki; Konishi, Takahiro; Yamano, Mitsuhisa published the artcile< Asymmetric Synthesis of a 5,6,7,8-Tetrahydro-1,6-naphthyridine Scaffold Leading to Potent Retinoid-Related Orphan Receptor γt Inverse Agonist TAK-828F>, SDS of cas: 777931-67-6, the main research area is enantioselective synthesis TAK 828F; Heck vinylation chloropyridine ethylene; naphthyridine synthesis vinylacylpyridine ammonia; ruthenium catalyzed enantioselective transfer hydrogenation; retinoid related orphan receptor gamma t inverse agonist synthesis.

An asym. synthesis of the tetrahydronaphthyridine scaffold of TAK-828F as a RORγt inverse agonist has been developed. The synthesis features a newly discovered atom-economical protocol for Heck-type vinylation of chloropyridine using ethylene gas, an unprecedented formation of dihydronaphthyridine directly from 2-vinyl-3-acylpyridine mediated by ammonia, and a ruthenium-catalyzed enantioselective transfer hydrogenation as key steps. This represents the first example of the enantioselective synthesis of a 5,6,7,8-tetrahydro-1,6-naphthyridine compound The new synthesis is also free of chromatog. or distillation purification processes and therefore qualifies for extension to large-scale manufacture

Journal of Organic Chemistry published new progress about Arylation. 777931-67-6 belongs to class pyridine-derivatives, and the molecular formula is C6H5BrClNO, SDS of cas: 777931-67-6.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 777931-67-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 777931-67-6, name is 3-Bromo-2-chloro-6-methoxypyridine, molecular formula is C6H5BrClNO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a round bottom flask was added 3-bromo-2-chloro-6-methoxypyridine (10.57 g), cyclopropyl boronic acid (4.28 g), palladium acetate (533 mg), (0887) tricyclohexylphosphine (1.33 g) and potassium phosphate (35.2 g). To this solid mixture was added toluene:H2O (158 mL; 9:1 ratio). The heterogeneous mixture was purged with a nitrogen stream for 1 min and then was heated at reflux overnight. The reaction mixture was diluted with EtOAc (100 mL) and water (100 mL). The phases were separated and the aqueous phase was backextracted twice with ethyl acetate (100 mL each). The combined organic phases were dried over magnesium sulfate and the crude residue was purified by flash chromatography (ethyl acetate / hexanes as the eluents) yielding 8.6 grams of 2-chloro-3-cyclopropyl-6-methoxypyridine as a colorless oil. LCMS method A: Rt = 0.61 min; (M+H)+ = 222.2, 224.2.1H NMR (CD3OD): delta 8.45 (s, 1H), 8.33 (s, 1H), 3.90-4.00 (m, 2H), 3.70-3.80 (m, 2H), 3.20-3.55 (m, 4H), 1.80-2.0 (m, 4H), 1.27 (s, 9H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 777931-67-6, 3-Bromo-2-chloro-6-methoxypyridine.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CACATIAN, Salvacion; CLAREMON, David, A.; DILLARD, Lawrence, Wayne; DONG, Chengguo; FAN, Yi; JIA, Lanqi; LOTESTA, Stephen, D.; MARCUS, Andrew; MORALES-RAMOS, Angel; SINGH, Suresh, B.; VENKATRAMAN, Shankar; YUAN, Jing; ZHENG, Yajun; ZHUANG, Linghang; PARENT, Stephan, D.; HOUSTON, Travis, L.; (444 pag.)WO2017/214367; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 777931-67-6, name is 3-Bromo-2-chloro-6-methoxypyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

Into a 100-mL vial maintained with an inert atmosphere of nitrogen, to a solution of 3-bromo-2-chloro-6-methoxypyridine (2.00 g, 8.900 mmol, 1.00 equiv.) in 1,4-dioxane (20 mL), added Pd(dppf)Cl2.CH2Cl2 (0.36 g, 0.450 mmol, 0.05 equiv.), Zn(CH3)2 (17 mL, 17.000 mmol, 2.00 equiv.). The resulting solution was stirred 16 h at 90 C. The mixture was concentrated under vacuum. The residue product was purified by chromatogram on silica gel with ethyl acetate/petroleum ether (2:98) to yield 2-(6-(1-ethyl-4-fluoro-1H-indazol-6-yl)-2-methoxypyridin-3-yl)-3-methylbutanal as yellow oil. Mass spectrum (ESI, m/z): Calculated for C7H8ClNO, 158.0 [M+H], found 157.8.

The synthetic route of 777931-67-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (179 pag.)US2019/47959; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 777931-67-6, 3-Bromo-2-chloro-6-methoxypyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 777931-67-6, blongs to pyridine-derivatives compound. SDS of cas: 777931-67-6

D) 2-chloro-3-(2-fluoro-5-methoxyphenyl)-6-methoxypyridine Under an argon atmosphere, to a solution of 3-bromo-2-chloro-6-methoxypyridine (4.61 g) in toluene (60 mL) were added (2-fluoro-5-methoxyphenyl)boronic acid (3.52 g), [1,1-bis(diphenylphosphino)ferrocene]dichloropalladium(II)dichlorome thane adduct (1.69 g) and 2.0 M aqueous sodium carbonate solution (31.1 mL), and the mixture was stirred at 80C for 1 hr. Water was added at room temperature, and the reaction mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (4.06 g) as a white amorphous solid. 1H NMR (300 MHz, DMSO-d6) delta 3.77 (3H, s), 3.91 (3H, s), 6.90-6.94 (1H, m), 6.96 (1H, d, J = 8.3 Hz), 6.98-7.06 (1H, m), 7.24 (1H, t, J = 9.1 Hz), 7.80 (1H, d, J = 8.3 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,777931-67-6, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; SHIBUYA, Akito; EP2816023; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem