Sodium hydride → HCID 90426030, compound

A 5° C. solution of 1-(2-chloroethyl)-3-(2,2,2-trifluoroethyl)urea (0.91 g, 4.45 mmol) in THF (20 mL), under Ar, was treated with NaH (60% in mineral oil, 0.196 g, 4.89 mmol), warmed to RT and stirred for 5 h. The mixture was treated with satd. NH4Cl, extracted with EtOAc (3×) and the combined organics were washed with brine, dried over Na2SO4 and concentrated to dryness to afford 1-(2,2,2-trifluoroethyl)imidazolidin-2-one (730 mg, 98%). 1H NMR (400 MHz, DMSO-d6): δ 6.76 (s, 1 H), 3.81 (q, J=9.9 Hz, 2 H), 3.43 (m, 2 H), 3.28 (m, 2 H); MS (ESI) m/z: 169.0 (M+H+).

1. additionThe mixture was treated with satd
2. extractionNH4Cl, extracted with EtOAc (3×)
3. washthe combined organics were washed with brine
4. dry with materialdried over Na2SO4
5. concentrationconcentrated to dryness

ORD record

ord-715d74cc15f5452f99e0013cc96318f5

Source dataset

uspto-grants-2015_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09133183B2