Water → HCID 178515168, compound

Participants

Reaction Steps

To a solution of 7-phenethylpyrazolo[3,4-b]pyrrolo[3,4-d]pyridine-6,8(3H,7H)-dione (1 g, 3.4 mmol) in CH2Cl2 (15 mL), freshly recrystallised NBS (0.66 g, 3.76 mmol) was added and the reaction was stirred at room temperature for 3 h. The reaction was monitored by TLC, and on completion of the reaction; water (50 mL) was added and the reaction mixture was extracted with EtOAc (3×100 mL). The combined EtOAc layer was dried over sodium sulphate and evaporated under vacuo to give a residue which was purified by column chromatography (silica gel, gradient 0-10% EtOAc in a solution of 60:40 hexane and chloroform) to afford 1-bromo-7-phenethylpyrazolo[3,4-b]pyrrolo[3,4-d]pyridine-6,8(3H,7H)-dione (1 g, 79%) as a solid. 1HNMR (400 MHz, DMSO-d6) δ: 14.80 (s, 1H), 8.01 (s, 1H), 7.15-7.35 (m, 5H), 3.85 (t, 2H), 2.95 (t, 2H); LCMS: [M+H] 371.

Provenance & Evidence