2-Cyclopentene-1-ol → HCID 46214875, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of (1H-benzo[d]imidazol-2-yl)(4-(3-iodopyridin-2-yloxy)phenyl)methanone (4.138 g, 9.38 mmol), cyclopent-2-enol (3.16 g, 37.5 mmol), tetrabutylammonium chloride (2.87 g, 10.32 mmol), potassium acetate (1.841 g, 18.76 mmol) and palladium (II) acetate (0.211 g, 0.938 mmol) in acetonitrile (30 mL) (argon bubbled through for 30 min) and water (3.00 mL) in a round bottom flask was capped with a septum, degassed, backfilled with argon and heated to 85° C. After 23 h, the reaction was cooled to 23° C., diluted with dichloromethane (200 mL) and washed with brine (2×150 mL), dried over MgSO4, concentrated in vacuo and purified by silica gel chromatography (eluant: 35-50% EtOAc/hexane), affording the product as an off-white solid. MS (ESI, pos. ion) m/z: 398.1 (M+1). IC50 (uM) +++++.

Provenance & Evidence