Sodium Hydroxide → HCID 89726243, compound

Participants

Reaction Steps

A solution of 3-((R)-1-{[8-((R)-1-phenyl-propylcarbamoyl)-3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazine-6-carbonyl]-amino}-propyl)-benzoic acid methyl ester (synthesized from comp. no. 11a and 3-((R)-1-amino-propyl)-benzoic acid methyl ester) in methanol (0.5 ml) and 2 N aqueous sodium hydroxide (0.5 ml) was stirred at reflux for 1 h, the solvents were evaporated, water was added and the solution was acidified with excess aqueous hydrochloric acid. The solid formed was filtered off, washed with water and dried in vacuo to give 41 mg (73%) of 3-((R)-1-{[8-((R)-1-phenyl-propylcarbamoyl)-3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazine-6-carbonyl]-amino}-propyl)-benzoic acid. LC/MS (method 2): rt=1.1 min; m/z=490.4 (M+H+).

Provenance & Evidence