Sodium Hydroxide → HCID 178525551, compound

Participants

Reaction Conditions

Reaction Steps

NaOH (56.5 mg, 1.4 mmol) was added to trans-[4-(4-{3-[(5-chloro-1H-indole-2-carbonyl)amino]propionylamino}phenyl)cyclohexyl]acetic acid methyl ester (70 mg, 0.14 mmol) dissolved in THF/MeOH/water (20 mL, 3:2:1). The reaction mixture was stirred at 25° C. for 5 hours, concentrated under vacuum, and the residue was acidified with 1M HCl up to pH 2 and extracted with ethyl acetate. The extract was washed with brine and dried with anhydrous sodium sulfate and concentrated under vacuum. The residue was stirred with acetonitrile and filtered. The filtrate was eluted with a gradient of methanol/DCM (5-10%) on a silica gel by a column chromatography and purified to obtain the desired compound (64 mg, 94%) as a white solid.

Provenance & Evidence