m-Chloroperbenzoic acid → HCID 57860921, compound

Participants

Reaction Conditions

Reaction Steps

The 2-[2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoylamino]-N-(5-chloropyridin-2-yl)benzamide (193 mg, 0.32 mmol) was dissolved in chloroform (5 mL). After the solution had been cooled to 0° C., 3-chloroperoxybenzoic acid (mCPBA) (259 mg, 0.87 mmol, 58% purity) was added in portions. After 30 minutes, the reaction was warmed to room temperature and calcium hydroxide (80 mg, 1.1 mmol) was added. After 5 minutes, the reaction was filtered and the filtrate was concentrated in vacuo. The crude material was purified by flash column chromatography (˜20 g silica, 10% EtOAc/CH2Cl2 through 100% EtOAc) to give the desired product (146 mg, 0.23 mmol, 73%) as a white solid.

Provenance & Evidence