Sulfuric Acid → HCID 66911094, compound

Participants

Reaction Conditions

Reaction Steps

Heat a solution of acetonitrile (150 mL) and 2-(2-cyclopropyl-pyrimidin-4-yl)-propan-2-ol of (8.85 g, 50 mmol) to 90° C. In a separate reaction vessel, cool acetonitrile (50 mL) to 0° C. and add sulfuric acid (11.9 mL, 223 mmol) at such a rate that the temperature does not exceed 10° C. Add the cooled sulfuric acid solution to the heated solution of 2-(2-cyclopropyl-pyrimidin-4-yl)-propan-2-ol and acetonitrile and stir at 95° C. for 4 days. Cool to room temperature and add aqueous 5N NaOH (100 mL). Extract the aqueous layer with ethyl acetate (3×). Concentrate under reduced pressure the combined organic layers to yield N-[1-(2-cyclopropyl-pyrimidin-4-yl)-1-methyl-ethyl]-acetamide (4.5 g, 41%) as a yellow oil. MS (m/z): 220.0 (M+H)+.

Provenance & Evidence