Sodium hydride → (S)-N-(5-(2-cyanobenzyloxy)-2,3-dihydro-1H-inden-2-yl)propane-2-sulfonamide

Participants

Reaction Steps

A mixture of (S)-N-(5-hydroxy-2,3-dihydro-1H-inden-2-yl)propane-2-sulfonamide (0.098 mmol, 25 mg) and NaH (0.196 mmol, 4.70 mg) in DMF (1 mL) was stirred at room temp for 15 min. 2-(bromomethyl)benzonitrile (0.098 mmol, 19.20 mg) in DMF (1 mL) was added and the reaction mixture heated at 120° C. for 600 s in a Smith Synthesiser microwave. The reaction mixture was filtered through a Whatman filter and purified by preparative HPLC to give desired product (17.8 mg, 49.1%). MS (ESI): m/z [M−H]− 369.2

Provenance & Evidence