Sodium Hydroxide → HCID 68277962, compound

Participants

Reaction Steps

A solution of tert-butyl 4-((2-(4-(methoxycarbonyl)phenyl)-5-methyloxazol-4-yl)methylsulfonyl)piperidine-1-carboxylate (980 mg, 2.05 mmol, 1.00 equiv), sodium hydroxide (120 mg, 3.00 mmol, 1.50 equiv) in ethanol (10 mL) was stirred at 50° C. overnight in a 100-mL round-bottom flask. The reaction mixture was concentrated under vacuum and quenched by the addition of 30 mL of water/ice. The pH value of the solution was adjusted to 3 with the addition of 3M hydrochloric acid. The precipitate was collected by filtration and dried to give 0.76 g (80%) of 4-(4-((1-(tert-butoxycarbonyl)piperidin-4-ylsulfonyl)methyl)-5-methyloxazol-2-yl)benzoic acid as a white solid. LC-MS: (ES, m/z): 409 [M-C4H9+H]+.

Provenance & Evidence