HCID 67155778, compound → HCID 67156086, compound

Participants

Reaction Steps

N-(3-cyclohexenyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide (40 mg, 0.084 mmol) was dissolved in methanol (1 mL), and 10% Pd/C (40 mg, 1 eq.) was then added. This mixture was subjected to 45 psi of hydrogen for 16 hours and filtered through GF/F filter paper. The filtrate was then concentrated. The resulting solids were purified by preparative TLC (2×0.5 mm plates, 10% MeOH/DCM as the eluent) to give N-(3-cyclohexyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide (10 mg, 25%). 1H NMR (400 MHz, DMSO-d6) δ 11.34 (s, 1H), 10.82 (s, 1H), 9.79 (br s, 1H), 8.32-8.39 (m, 2H), 7.50-7.56 (m, 1H), 7.19-7.28 (m, 2H), 3.07-3.15 (m, 2H), 2.68-2.78 (m, 1H), 1.96-2.02 (m, 2H), 1.70-1.84 (m, 5H), 1.38-1.49 (m, 4H), 1.21-1.31 (m, 1H), 0.95-1.03 (m, 3H); m/z (APCI-neg) M−1=475.3, (APCI-pos) M+1=477.2.

Provenance & Evidence