HCID 67156141, compound → HCID 67156073, compound

Participants

Reaction Steps

A solution of N-(2-(3-(dimethylamino)prop-1-ynyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide (30 mg, 63 mmol) in MeOH (10 mL) was treated with 10% Pd/C and allowed to stir under a balloon atmosphere of hydrogen for 4 hours. The mixture was filtered through GF/F paper, rinsing with MeOH. The filtrate was purified by silica gel chromatography (eluting with 10% MeOH/DCM containing 1% NH4OH) to afford N-(2-(3-(dimethylamino)propyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide (13 mg, 27 mmol, 43%) as a solid. 1H NMR (400 MHz, d6-DMSO) δ 11.50 (s, 1H), 10.77 (s, 1H), 9.80 (br s, 1H), 8.27-8.18 (m, 2H), 7.56-7.49 (m, 1H), 7.26-7.20 (m, 1H), 6.19-6.17 (m, 1H), 3.12-3.08 (m, 2H), 2.76-2.71 (m, 2H), 2.32-2.27 (m, 2H), 2.17 (s, 6H), 1.87-1.72 (m, 2H), 1.01-0.97 (m, 3H); m/z (APCI-pos) M+1=480.1.

Provenance & Evidence