4-[[N-(2-amino-4,5-difluorobenzoyl)glycyl]aminomethyl]-1-(4-methyl-3-nitrobenzyl)piperidine → 4-[[N-(2-amino-4,5-difluorobenzoyl)glycyl]aminomethyl]-1-(3-amino-4-methylbenzyl)piperidine

Participants

Reaction Steps

A mixture of the resulting 4-[[N-(2-amino-4,5-difluorobenzoyl)glycyl]aminomethyl]-1-(4-methyl-3-nitrobenzyl)piperidine with a 5% palladium carbon (15 mg) and methanol (2 mL) was stirred at room temperature under a hydrogen atmosphere for 4 hours. The palladium catalyst was removed by filtration through Celite, and the filtrate was concentrated and purified by preparative TLC (SiO2, ethyl acetate/methanol=3:1) to thereby provide 4-[[N-(2-amino-4,5-difluorobenzoyl)glycyl]aminomethyl]-1-(3-amino-4-methylbenzyl)piperidine (Compd. No. 2114) (2.9 mg, 13%). The purity was determined by RPLC/MS (100%). ESI/MS m/e 446.1 (M++H, C23H29F2N5O2).

Provenance & Evidence