Potassium Carbonate → HCID 67155919, compound

Participants

Reaction Conditions

Reaction Steps

N-(3-Cyclobutyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide was dissolved in methanol (1 mL), and aqueous 2M potassium carbonate (1 mL) was added. The mixture was warmed to 60° C. for 1 hour. The mixture was then diluted with EtOAc, washed with 10% aqueous citric acid (1×), water (1×), dried over sodium sulfate and concentrated. Prep TLC (2×0.5 mm plates, 7% MeOH/DCM as the eluant) afforded N-(3-cyclobutyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide (15%). 1H NMR (400 MHz, DMSO-d6) δ 11.37 (br s, 1H), 10.82 (br s, 1H), 9.78 (br s, 1H), 8.31-8.38 (m, 2H), 7.49-7.58 (m, 1H), 7.20-7.34 (m, 2H), 3.62-3.71 (m, 1H), 3.07-3.14 (m, 2H), 2.30-2.41 (m, 2H), 2.14-2.22 (m, 2H), 1.97-2.08 (m, 1H), 1.85-1.94 (m, 1H), 1.71-1.81 (m, 2H), 0.96-1.02 (m, 3H); m/z (APCI-pos) M+1=449.1.

Provenance & Evidence