Sodium Hydroxide → (7R)-7-[{2-[[4-(aminosulfonyl)butyl](methyl)amino]ethyl}(methyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

Sodium hydroxide (1N, 5 eq.) was added to a solution of methyl (7R)-7-[{2-[[4-(aminosulfonyl)butyl](methyl)amino]ethyl}(methyl)amino]-1 4-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (0.03 M) in MeOH. The reaction was heated at 60° C. for 1 h prior to introducing further sodium hydroxide (2 N, 5 eq.) and continuing heating for 30 min. The reaction mixture was concentrated in vacuo, redissolved in DMSO and purified by RP-HPLC (WATERS XTERRA column, C18, 5um, 19×100 mm. Mobile phase: MeCN/H2O buffered with 0.1% TFA). Fractions containing the pure compound were combined and freeze dried to afford the title compound (37%) as a white powder. (ES+) m/z 597 (M+H)+.

Provenance & Evidence