Synthetic Route of 887115-56-2, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.887115-56-2, name is 5-Bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine, molecular formula is C7H6BrN3, molecular weight is 212.05, as common compound, the synthetic route is as follows.
Compound 1 (1.72 g, 8.11 mmol) was dissolved in DMF (20 mL) under nitrogen atmosphere, and bis(pinacolato)diboron (4.12 g, 16.2 mmol), potassium acetate (2.39 g, 24.3 mmol), and a dichloromethane adduct of [1,1?-bis(diphenylphosphino)ferrocene]palladium (II) dichloride (0.331 g, 0.406 mmol) were added thereto, followed by stirring at 90Cfor 12 hours.After the resultant reaction solution was allowed to cool, water was added thereto, followed by extraction withethyl acetate twice. The organic layer was washed with water twice and dried over anhydrous sodium sulfate, and thesolvent was distilled off under reduced pressure.The thus obtained residue was dissolved in 1,4-dioxane/water (2/1) (30 mL), and Compound V (synthesizedin accordance with the method described in WO2012/158413) (2.60 g, 8.10 mmol), tripotassium phosphate (3.44 g, 16.2mmol), chloro(2,4,6-triisopropyl-2?-dicyclohexylphosphino-biphenyl)[2-(2?-amino-1,1?-biphenyl]palladium (II) (0.128 g,0.162 mmol) were added thereto, followed by stirring at 90C for 4 hours.After the resultant reaction solution was allowed to cool, a brine was added thereto, followed by the extractionwith ethyl acetate twice, and then, the resultant was dried over anhydrous sodium sulfate, and the solvent was distilledoff under reduced pressure. The thus obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to giveCompound 2 (1.50 g, Yield 61%).1H-NMR (CDCl3) delta: 2.15 (s, 3H), 3.72 (s, 2H), 4.19 (s, 3H), 7.36-7.39 (m, 1H), 7.51 (t, J = 8.0Hz, 2H), 7.65 (d, J = 8.0Hz,2H), 8.03 (s, 1H), 8.35 (d, J = 1.6Hz, 1H), 8.93 (d, J = 1.6Hz, 1H).
Statistics shows that 887115-56-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-1-methyl-1H-pyrazolo[3,4-b]pyridine.
Reference:
Patent; Shionogi & Co., Ltd.; YUKIMASA, Akira; KANO, Kazuya; HORIGUCHI, Tohru; NAKAMURA, Kenichiroh; INOUE, Takatsugu; FUJIU, Motohiro; YAMAGUCHI, Hiroki; (156 pag.)EP3412663; (2018); A1;,
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