Ethyl Acetate → HCID 68283728, compound

Participants

Reaction Steps

A solution of (3-carbamoyl-indazol-1-yl)-acetic acid (1R,3S,5S)-2-[2-(3-carbamoyl-indazol-1-yl)-acetyl]-3-(2-fluoro-3-trifluoromethoxy-phenylcarbamoyl)-2-aza-bicyclo[3.1.0]hex-5-ylmethyl ester (69.2 mg, 0.085 mmol) and NaOH (1N, 188 μL, 0.19 mmol) in THF (0.45 mL) and water (43 μL) was stirred at RT 1 h. Water and EtOAc were added, the layers were separated and the aqueous one extracted with EtOAc (×2). The combined organic extracts were dried (Na2SO4), filtered and concentrated. The crude residue was purified by preparative HPLC (Waters Sunfire C18-OBD, 5 μm, 30×100 mm, eluent: 20% to 100% CH3CN in H2O in 25 min, CH3CN and H2O containing 0.1% TFA, flow: 40 mL/min). Rf, TLC (CH2Cl2/MeOH 9:1)=0.45; MS (UPLC/MS): 536.4 [M+H]+, 553.3 [M+NH4]+, 558.2 [M+Na]+, 534.3 [M−H]−, 580.3 [M+HCOO]−; tR (HPLC conditions f): 1.82 min.

Provenance & Evidence