Sodium hydride → HCID 86273580, compound

Participants

Reaction Steps

6-(3,5-Dimethyl-isoxazol-4-yl)-4-phenyl-3,4-dihydro-benzo[e][1,3]oxazin-2-one (20 mg, 0.06 mmol) is dissolved in DMF 0.5 mL. Sodium hydride (60% w/w, 2.6 mg, 0.065 mmol) is added. The mixture is cooled in an ice bath. 4-bromomethyltetrahydropyran (14 mg, 0.074 mmol) is added and the mixture stirred and allowed to warm to room temperature over night. Sodium hydride (0.5 mg, 0.013 mmol) is added and the mixture stirred at room temperature for a further 3 hours. The mixture is quenched by the addition of water (1 mL). The solvent is removed in vacuo and the residue is purified by preparative HPLC. The product fraction is lyophilized to produce the desired product as a yellow solid.

Provenance & Evidence