Sodium hydride → HCID 90426481, compound

Participants

Reaction Steps

A −20° C. solution of 1-(2-chloroethyl)-3-(2-(1-methoxycyclopropyl)ethyl)urea (0.429 g, 1.944 mmol) in THF (10 mL), under argon, was treated with NaH (60% in mineral oil, 0.194 g, 4.86 mmol), and the mixture allowed to warm to RT as the cooling bath expired. The mixture was cooled to 0° C., quenched with satd. NH4Cl, warmed to RT, treated with brine, extracted with EtOAc (2×) and the combined organics were dried over MgSO4, concentrated to dryness and purified via silica gel chromatography (MeOH/DCM) to afford 1-(2-(1-methoxycyclopropyl)ethyl)imidazolidin-2-one (196 mg, 55%) as an off-white solid. 1H NMR (400 MHz, DMSO-d6): δ 6.22 (s, 1 H), 3.32-3.27 (m, 2 H), 3.19-3.17 (m, 2 H), 3.14 (s, 3 H), 3.12-3.11 (m, 2 H), 1.67-1.65 (m, 2 H), 0.63-0.62 (m, 2 H), 0.39-0.38 (m, 2 H); MS (ESI) m/z: 185.1 (M+H+).

Provenance & Evidence