Pyridine → 2-Oxo-3-(2-(trifluoromethoxy)ethyl)imidazolidine-1-carbonyl chloride

HRID 2278949Notes

Reaction equation

[C:1]([Cl:4])(Cl)=[O:2].[F:5][C:6]([F:17])([F:16])[O:7][CH2:8][CH2:9][N:10]1[CH2:14][CH2:13][NH:12][C:11]1=[O:15].N1C=CC=CC=1>C(Cl)Cl>[O:15]=[C:11]1[N:10]([CH2:9][CH2:8][O:7][C:6]([F:17])([F:5])[F:16])[CH2:14][CH2:13][N:12]1[C:1]([Cl:4])=[O:2]

Participants

Conditions

Temperature: 0 °C

Procedure

A 0° C. solution of phosgene (20 wt % in toluene, 0.497 mL, 0.945 mmol) in DCM (4 mL) was treated slowly with a solution of 1-(2-(trifluoromethoxy)ethyl)imidazolidin-2-one (0.156 g, 0.787 mmol) and pyridine (0.127 mL, 1.575 mmol) in DCM (4 mL), stirred for 1 h at 0° C., then concentrated to dryness to afford 2-oxo-3-(2-(trifluoromethoxy)ethyl)imidazolidine-1-carbonyl chloride (100% yield assumed). MS [quenched in MeOH] (ESI) m/z: 257.1 (M+H+).

Workup

concentrationconcentrated to dryness

Sources & evidence

ORD record: ord-f92d0b25c0854eb08e961df111345934
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09133183B2

Reaction notes

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