Potassium Carbonate → HCID 44223227, compound

Participants

Reaction Steps

2,6-Difluoro-N-(1-(phenylsulfonyl)-3-vinyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide (0.0061 g, 0.0109 mmol) was dissolved in MeOH (1.0 mL) and water (0.3 mL). K2CO3 (0.0150 g, 0.109 mmol) was added, and the reaction mixture was stirred at room temperature overnight. The solution was partitioned between water and EtOAc. The organic portion was washed with water (3×), brine, dried over Na2SO4 and concentrated. The resulting residue was purified by column chromatography (1:1 hexane/EtOAc/1% HCO2H) to give 2,6-difluoro-3-(propylsulfonamido)-N-(3-vinyl-1H-pyrrolo[2,3-b]pyridin-5-yl)benzamide (2.8 mg, 61.2%). 1H NMR (400 MHz, DMSO-d6) δ 11.81 (br s, 1H), 10.92 (s, 1H), 9.80 (br s, 1H), 8.61-8.62 (m, 1H), 8.44-8.45 (m, 1H), 7.65-7.67 (m, 1H), 7.52-7.58 (m, 1H), 7.24-7.29 (m, 1H), 6.81-6.88 (m, 1H), 5.56-5.61 (m, 1H), 5.11-5.14 (m, 1H), 3.10-3.14 (m, 2H), 1.74-1.80 (m, 2H), 0.98-1.02 (m, 3H); m/z (APCI-neg) M−1=419.3.

Provenance & Evidence