Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491763Generated: October 30, 2026

Triethylamine → 1-(4-Fluoro-phenyl)-4-methyl-2-oxo-imidazolidine-4-carboxylic acid methyl ester

https://huagongshe.com/reaction/491763

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
Reactant2-Amino-3-(4-fluoro-phenylamino)-2-methyl-propionic acid methyl esterHCID 57678924—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product1-(4-Fluoro-phenyl)-4-methyl-2-oxo-imidazolidine-4-carboxylic acid methyl esterHCID 44192621145.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 2-amino-3-(4-fluoro-phenylamino)-2-methyl-propionic acid methyl ester (282 mg, 1.25 mmol) in THF (10 mL) was treated with triethylamine (2.00 mL, 14.3 mmol) and cooled to 0° C. under argon. A solution of triphosgene (211 mg, 0.71 mmol) was added to the reaction dropwise and the mixture allowed to reach room temperature. After 1 hour, the mixture was diluted with DCM, washed with 1N HCl and the organic layers concentrated in vacuo. The resulting residue was purified by flash chromatography to afford the product (260 mg, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531565B2
Source datasetuspto-grants-2009_05
ORD IDord-a309255ca64f41c58aab7c4287d5e939
Source noteuspto-grants-2009_05