Phenyl chloroformate → Phenyl (4-{4-morpholin-4-yl-6-[(phenylsulfonyl)methyl]pyrimidin-2-yl}phenyl)carbamate

Participants

Reaction Steps

(4-{4-Morpholin-4-yl-6-[(phenylsulfonyl)methyl]pyrimidin-2-yl}phenyl)amine (1 g, 2.44 mmol) was dissolved in dioxane (10 mL). Sodium bicarbonate (307 mg, 3.65 mmol) was added, followed by phenyl chloroformate (0.307 mL, 2.44 mmol) and the reaction stirred at room temperature for 2 hours. The solvent was removed in vacuo, and the resultant oil partitioned between 10 mL DCM and 10 mL water. The organic phase was dried over magnesium sulphate, filtered and concentrated in vacuo. The cream solid obtained was chromatographed on silica, eluting with 0-50% ethyl acetate in DCM, to give the desired material as a white solid (790 mg).

Provenance & Evidence