Hydrochloric Acid → HCID 21251044, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of the crude ester from Step 3 above in a mixture of THF/MeOH/water (4.5 mL/1.5 mL/1.5 mL), was added 1.6 mL (3.24 mmol) of a 2 N solution of LiOH. The resulting solution was stirred at 65 ° C. for 3 h, cooled down to room temperature followed by the addition of 3.4 mL of a 1.0 N HCl solution. The resulting mixture was rotovaped down to evaporate MeOH and the aqueous residue was diluted with ethyl acetate. The aqueous layer was extracted with ethyl acetate and the combined organic layer were washed with water and brine, dried over MgSO4 and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (Gradient 70% Ethyl acetate/hexane to 100% ethyl acetate) to afford 67 mg (47%, 2 steps) of the title compound.

Provenance & Evidence