N-bromobutanimide → HCID 44223335, compound

Participants

Reaction Steps

N-Bromosuccinimide (1.1 eq.) was added to a slurry of 2,6-difluoro-N-(2-phenyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide (11 mg, 1.0 eq.) in CHCl3 (1.0 mL), and the reaction mixture stirred at ambient temperature for 16 hours. The reaction mixture was filtered, and the solids were washed with CH2Cl2. The resulting solids were then purified by silica gel chromatography (eluting with 5% MeOH/CH2Cl2) to afford N-(3-bromo-2-phenyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide as a solid (9 mg, 69%). 1H NMR (400 MHz, DMSO-d6) δ 12.53 (s, 1H), 11.08 (s, 1H), 9.82 (s, 1H), 8.47-8.44 (m, 1H), 8.39-8.37 (m, 1H), 7.95-7.91 (m, 2H), 7.61-7.53 (m, 3H), 7.51-7.45 (m, 1H), 7.32-7.26 (m, 1H), 3.16-3.11 (m, 2H), 1.83-1.74 (m, 2H), 1.03-0.98 (m, 3H); m/z (APCI-neg) M−1=549.1.

Provenance & Evidence