HCID 67088877, compound → HCID 56682215, compound

Participants

Reaction Conditions

Reaction Steps

N-(3-(Cyclobutylmethoxy)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide (0.017 g, 0.028 mmol) was dissolved in TFA (3 mL) and warmed to 50° C. for 16 hours. The mixture was then heated to 70° C. for 3 hours. The reaction mixture was then concentrated under reduced pressure, and the resulting residue was dissolved in DCM (10 mL), washed with saturated sodium bicarbonate solution (2×), dried over sodium sulfate and concentrated under reduced pressure. Preparative TLC (2×0.5 mm plates, 7% MeOH/DCM) afforded N-(3-(cyclobutylmethoxy)-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide (3 mg, 22%) as a solid. 1H NMR (400 MHz, d6-DMSO) δ 8.67-8.62 (m, 1H), 8.56-8.52 (m, 1H), 7.68-7.62 (m, 1H), 7.17-7.10 (m, 1H), 4.39-4.33 (m, 2H), 3.15-3.08 (m, 2H), 2.93-2.82 (m, 1H), 2.22-2.13 (m, 2H), 2.04-1.82 (m, 6H), 1.10-1.02 (m, 3H); m/z (APCI-pos) M+1=480.1.

Provenance & Evidence