Water → HCID 44223282, compound

Participants

Reaction Steps

2,6-Difluoro-N-(1-(phenylsulfonyl)-3-vinyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide (0.0093 g, 0.017 mmol) was dissolved in MeOH (1.0 mL). 10% Pd/C (2.0 mg) was added and followed by stirring under a balloon of H2 for 1 hour. Water (0.3 mL) and K2CO3 (0.0235 g, 0.170 mmol) were added, and the reaction mixture was stirred at 50° C. for 18 hours. The organic portion was washed with water (3×), brine, dried over Na2SO4 and concentrated. The resulting residue was purified by column chromatography (1:2 hexane/EtOAc) giving N-(3-ethyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide (2.7 mg, 37.6%). 1H NMR (400 MHz, DMSO-d6) δ 11.33 (br s, 1H), 10.84 (s, 1H), 9.79 (br s, 1H), 8.32-8.34 (m, 2H), 7.51-7.57 (m, 1H), 7.24-7.27 (m, 2H), 3.10-3.14 (m, 2H), 2.67-2.73 (m, 2H), 1.74-1.80 (m, 2H), 1.25-1.28 (m, 2H), 0.98-1.01 (m, 3H); m/z (APCI-neg) M−1=421.2.

Provenance & Evidence