Tetrahydrofuran → phenyl N-[3-(propan-2-yl)phenyl]carbamate

Participants

Reaction Steps

According to the procedure described in Example 113B, 4-(trifluoromethyl)pyrimidin-2-amine (500 mg, 3.1 mmoles) in 20 mL of tetrahydrofuran. To this solution was added potassium carbonate (533 mg, 4 mmoles) followed by phenyl chloroformate (626 mg, 4 mmoles). This was stirred at room temperature overnight. After 24 hours, and additional portion of phenyl chloroformate was added and the reaction heated to 60 C for 3 days. This solution was concentrated to dryness and purified by silica chromatography (eluting with a gradient of 0-5% ethyl acetate/dichloromethane) to afford phenyl 3-isopropylphenylcarbamate as a solid. 1H NMR (300 MHz, CDCl3) δ 7.6-7.0 (m, 9H), 2.9 (m,1H), 1.35 (m, 6H).

Provenance & Evidence