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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1894321Generated: October 29, 2026

Phosgene → rac-(4S*,5R*)-2-(6-tert-butyl-4-ethoxy-pyridin-3-yl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazole-1-carbonyl chloride

https://huagongshe.com/reaction/1894321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
ReactantTriethylamineHCID 8471—
ReactantHCID 67205372HCID 67205372—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
Productrac-(4S*,5R*)-2-(6-tert-butyl-4-ethoxy-pyridin-3-yl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazole-1-carbonyl chlorideHCID 76588499—

Reaction Steps

To a solution of rac-5-[(4S*,5R*)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-1H-imidazol-2-yl]-2-tert-butyl-4-ethoxy-pyridine (20 mg) and triethylamine (200 uL, 1.43 mmol) in 5 mL of methylene chloride at 0° C. was added 0.3 mL of 1.9 M phosgene in toluene solution (Fluka). After stirring for 30 min the mixture was taken up in methylene chloride and washed with water, dried over anhydrous sodium sulfate, filtered and concentrated to give rac-(4S*,5R*)-2-(6-tert-butyl-4-ethoxy-pyridin-3-yl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazole-1-carbonyl chloride as a white solid (22 mg). It was used in the next reaction without purification

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513239B2
Source datasetuspto-grants-2013_08
ORD IDord-ede6e9f358c049fa9f9bb1ead1c82f6c
Source noteuspto-grants-2013_08