Analyzing the synthesis route of 2-(Bromoacetyl)pyridine hydrobromide

Statistics shows that 17570-98-8 is playing an increasingly important role. we look forward to future research findings about 2-(Bromoacetyl)pyridine hydrobromide.

Reference of 17570-98-8, 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.17570-98-8, name is 2-(Bromoacetyl)pyridine hydrobromide, molecular formula is C7H7Br2NO, molecular weight is 280.95, as common compound, the synthetic route is as follows.

7V,/V-dicyclopropyl-6-ethyl-l-methyl-4-(4-(pyridin-2-yl)thiazol-2-ylamino)-l,6- dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide [00183] A solution of 4-amino-N,N-dicyclopropyl-6-ethyl-l -methyl- 1,6- dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide (example 1J, 70 mg, 0.21 mmol) and benzoyl isothiocyanate (36 mu, 0.27 mmol) in acetone (1 ml) was stirred at room temperature for 1.5h. The solvent was removed in vacuo, the residue was taken up in EtOH (1.5 ml), and K2CO3 (40 mg, 0.290 mmol) was added. The reaction was heated at 60C for 3h. Upon cooling to room temperature, 2-bromo-l- (pyridin-2-yl)ethanone, hydrobromide (139.4 mg, 0.50 mmol) was added and the reaction heated at 80C for 24h. The reaction mixture was cooled to roomtemperature and concentrated. The residue was purified by silica gel chromatography (0-7% MeOH/dichloromethane). Re-purification by preparative HPLC provided 10.2 mg (10% yield) of N,N-dicyclopropyl-6-ethyl-l -methyl -4-(4-(pyridin-2-yl)thiazol-2- ylamino)-l,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide as a brown solid.[00184] MS (ESI) rt = 1.78 min, m/z 499 (M+H).[00185] 1H MR (DMSO-d6) delta ppm 10.9 (s, 1 H), 8.2 (bs, 1 H), 7.81 (d, 1 H), 7.75 (s, 1H), 3.92 (m, 4H), 3.77 (q, 2H, J= 7.8 Hz), 2.52-2.81 (m, 7H).

Statistics shows that 17570-98-8 is playing an increasingly important role. we look forward to future research findings about 2-(Bromoacetyl)pyridine hydrobromide.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; PURANDARE, Ashok V.; GREBINSKI, James W.; HART, Amy; INGHRIM, Jennifer; SCHROEDER, Gretchen; WAN, Honghe; WO2011/28864; (2011); A1;,
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