Hydrochloric Acid → HCID 58505559, compound

Participants

Reaction Conditions

Reaction Steps

A solution of ethyl 3-[6-(1,3-benzothiazol-2-ylmethoxy)-1-[(4-chlorophenyl)carbonyl]-3-(2,2-dimethylpropanoyl)indolizin-2-yl]-2,2-dimethylpropanoate (74 mg, 0.12 mmol) in THF (0.5 mL), MeOH (1.0 mL), and 6M aqueous NaOH (1.0 mL) is heated at 70° C. for 1 h then cooled to 23° C. and acidified to pH=1 with concentrated aqueous HCl. The mixture is partitioned between CH2Cl2 and brine and organics are collected, dried with MgSO4, filtered, and concentrated in vacuo. Purification of the crude by flash chromatography (SiO2, CH2Cl2 to 10% MeOH in CH2Cl2) gives the title compound (59 mg, 83%).

Provenance & Evidence