Propionic Acid → HCID 11716950, compound

Participants

Reaction Steps

A solution of the aminothiazole 3A (203 mg, 0.57 mmol) and triethylamine (0.238 mL, 1.71 mmol) in dry DMF (6 mL) was treated with BOP reagent (504 mg, 1.41 mmol) and propionic acid (0.127 mL, 1.71 mmol). The mixture was stirred at room temperature for 15 h, then partitioned between ethyl acetate (20 mL) and water (20 mL). The organic layer was washed with water (20 mL), 1 N aqueous HCl (20 mL), saturated aqueous sodium bicarbonate (20 mL) and brine (10 mL), then dried over sodium sulfate and concentrated. Flash column chromatography (silica, 30% ethyl acetate in hexanes to 35% ethyl acetate in hexanes) provided the title compound as an oil (132 mg, 70% yield). MS m/e 332; HPLC retention time 3.38 min.

Provenance & Evidence