Ammonium formate → HCID 10650441, compound

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Reaction Steps

6-Benzyloxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 3-methoxy-4-[(1-pyrrolidinyl)methyl]phenyl ketone (105 mg, 0.16 mmol) in THF (5.0 mL) was treated sequentially with a solution of ammonium formate (25% in H2O, 3 mL) and 10% palladium on carbon (50 mg) at ambient temperature. The resulting mixture was stirred at ambient temperature under argon for 9 h before filtration through diatomaceous earth followed by rinsing with dichloromethane and methanol. The filtrate was extracted with dichloromethane (30 mL×3) which extracts were washed with water (50 mL). The combined organic layers were dried with sodium sulfate and concentrated under reduced pressure. Chromatography with Et3N:MeOH:EtOAc (5:10:85) afforded the product as a yellow solid (80 mg, 88%).

Provenance & Evidence