Reference of 1186608-73-0, 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.1186608-73-0, name is 3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine, molecular formula is C7H8N4, molecular weight is 148.17, as common compound, the synthetic route is as follows.
EXAMPLE 16: Tetra-butyl 3-(3-methyl-lH-pyrazolo r3.4-blpyridine-5- ylamino)piperidine- 1 -carboxylateTo a stirred solution of 3-Methyl-lH-pyrazole[3,4-¾]pyridn-5-amine (500mg, 3.3mmol) in EtOH (50ml), tert-butyl 3 -oxopiperidine-1 -carboxylate (74mg, l . lmmol) was added and reaction mass was cooled to 0C. Acetic acid (0.018ml, 0.33mmol) was added after which reaction mixture was stirred for 20 minutes. Sodium cyanoborohydride (42mg, 0.66mmol) was added and stirred for 12h at RT. TLC showed absence of SM. The reaction mixture was quenched with brine solution and extracted with ethyl acetate. The extract was washed with water and concentrated. Organic layer was dried over anhydrous sodium sulphate, dried and concentrated. Product was purified by flash column chromatography over 230-400 mesh silica gel using 2-5% MeOH/ DCM as eluent to afford the desired product 20, 500mg (Yield: 45%) as white solid. The product was confirmed by 1HNMR and MS spectrum analysis. 1H NMR (400 MHz, CDC13) delta: 8.13 (s, 1H), 7.19 (s, 1H), 3.95 (m, 1H), 3.25 (m, 1H), 3.43 (m, 1H), 3-3.25 (m, 2H), 2.52 (s, 3H), 2.15 (m. 1H), 1.78 (m, 1H), 1.6 (m, 2H), 1.49 (s, 9H); Ms- 331 (M-56), LCMS- 97%.
Statistics shows that 1186608-73-0 is playing an increasingly important role. we look forward to future research findings about 3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine.
Reference:
Patent; ARRIEN PHARMAEUTICALS LLC; VANKAYALAPATI, Hariprasad; APPALANENI, Rajendra, P.; REDDY, Y., Venkata Krishna; WO2012/135631; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem