Water → HCID 86628135, compound

Participants

Reaction Steps

To a mixture of crude (2E)-3-[5-({(3R)-1-[3-phenylpropyl]- 3-piperidinyl}amino)-2-pyrazinyl] acrylic acid (345 mg), O-(tetrahydro-2H-pyran-2-yl)hydroxylamine (166 mg), and HOBT in dichloromethane (8.6 mL) was added WSCD (271 mg), which was stirred at room temperature for 17 hours. Water was added to the resultant. The organic layer was extracted and dried over Na2SO4, filtered, and evaporated in vacuo. The residue was purified by column chromatography on silica gel [chromatorexNH, 5 g, hexane:AcOEt=25:75) to give (2E)-3-[5-({(3R)-1-[3-phenylpropyl]-3-piperidinyl}amino)-2-pyrazinyl]-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide (277 mg) as a pale yellow solid.

Provenance & Evidence