Application of 771579-27-2 ,Some common heterocyclic compound, 771579-27-2, molecular formula is C8H12N2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
g) 6-bromo-N-((l,2-dihydro-4,6-dimethyl-2-oxopyridin-3-yl)methyl)-l-isopropyl-3-methyl-lH- indazole-4-carboxamideTo a stirred solution of 6-bromo-l-isopropyl-3-methyl-lH-indazole-4-carboxylic acid, 1 (6.5 g, 21.88 mmol) in DCM (250 mL) was added EDC HCl (5.01 g, 26.23 mmol), HOBt (3.545 g, 26.20 mmol) followed by diisopropyl ethyl amine (14.1 1 g, 109.37 mmol) and stirred at room temperature for 15 min. To the resulting mixture, 3-(amino methyl)-4,6-dimethylpyridin-2(lH)-one (3.32 g, 21.84 mmol) followed by DMAP (catalytic amount) was added and the reaction mixture was stirred at room temperature for 5 h. The reaction mixture was diluted with DCM (300 mL) and washed with IN HC1 solution (250 mL), saturated NaHC03 solution (250 mL) and brine solution. The organic layer was dried over anhydrous Na2S04 , filtered, and concentrated under reduced pressure. The residue was triturated with diethyl ether (100 mL), filtered, and dried to afford 6-bromo-N-((l,2-dihydro-4,6- dimethyl-2-oxopyridin-3-yl)methyl)-l-isopropyl-3-methyl-lH-indazole-4-carboxamide as an off white solid (5.5 g, 58 %). :H NMR (DMSO-d6, 400 MHz): delta 1.412 (d, J = 6.4 Hz, 6H), 2.1 12 (s, 3H), 2.215 (s, 3H), 2.383 (s, 3H), 4.319 (d, J = 5.2 Hz, 2H), 4.907 – 4.972 (m, 1H), 5.864 (s, 1H), 7.129 (d, J = 1.2 Hz, 1H), 8.01 1 (d, J = 1.2 Hz, 1H), 8.473 (t, J = 5 Hz, 1H), 11.479 (brs, 1H). LCMS (ES+): 431.02 [M+H].
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 771579-27-2, 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; GLAXOSMITHKLINE LLC; DUQUENNE, Celine; JOHNSON, Neil; KNIGHT, Steven, D.; LaFRANCE, Louis; MILLER, William, H.; NEWLANDER, Kenneth; ROMERIL, Stuart; ROUSE, Meagan, B.; TIAN, Xinrong; VERMA, Sharad, Kumar; WO2011/140325; (2011); A1;,
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