Acetic Acid → HCID 59030589, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-(hydroxymethyl)-4-(pyrimidin-2-yl)cyclohexanone (238 mg, 1.15 μmol), cyclopropylamine (106 μl, 1.50 mmol), and acetic acid (87 μl, 1.50 mmol) in acetonitrile (6 mL) was treated at 0° C. with NaBH(OAc)3 (367 mg, 1.73 mmol). After being stirred at 25° C. for 20 h, the reaction was then basified (1 M aqueous NaOH, pH˜12), extracted (5×10% MeOH/DCM), and washed (1× brine). The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure to provide (4-(cyclopropylamino)-1-(pyrimidin-2-yl)cyclohexyl)methanol (281 mg, 1.14 mmol, quantitatively) as a pale yellow film.

Provenance & Evidence