Sodium Hydroxide → HCID 178423619, compound

Participants

Reaction Conditions

Reaction Steps

Charge a flask with (trans)-methyl 4-(((S)-5-((3,5-bis(trifluoromethyl)benzyl)(2-methyl-2H-tetrazol-5-yl)amino)-7,9-dimethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-1-yl)methyl)cyclohexanecarboxylate (149 mg). Add MeOH (6 mL) and 1.0 N NaOH (3.0 mL). Heat the resulting mixture to about 60° C. Monitor the reaction via TLC. After about 7 hrs or when the starting ester has reacted, cool the mixture to about 0° C. and quench with 1 N HCl. Dilute the mixture with EtOAc (60 mL). Sequentially wash the mixture with water (20 mL), brine (20 mL) and dry over Na2SO4. Filter and concentrate the filtrate. Purify via flash chromatography with CH2Cl2. Remove the solvent to provide the title compound (125 mg) as a white solid.

Provenance & Evidence