Sodium Hydroxide → HCID 70052853, compound

Participants

Reaction Steps

10% Palladium on charcoal (125 mg) and ammonium formate (515 mg, 8.17 mmol) were added to a solution of tert-butyl (2R)-2-({3-[2-({4-[2-(benzyloxy)-2-oxoethyl]-6-chloro-5-methyl-3-oxo-3,4-dihydro-2-pyrazinyl}amino)ethyl]phenoxy}methyl)-1-pyrrolidinecarboxylate (preparation 135) (500 mg, 0.82 mmol) in methanol (10 ml), and the reaction stirred at room temperature under a nitrogen atmosphere for 18 hrs, followed by a further 24 hrs, at 50° C. The cooled mixture was filtered through Whatman® fibre, and NaOH (327 mg, 8.17 mmol) in water was added to the filtrate. This solution was evaporated under reduced pressure and the residue purified by column chromatography on silica gel using an elution gradient of dichloromethane:methanol:0.88 ammonia (90:10:1 to 85:15:2) to provide the desired product, (67 mg, 11%).

Provenance & Evidence