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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15596Generated: October 26, 2026

4-Fluorobenzoyl chloride → {5-[Benzyl-(4-fluoro-benzoyl)-amino]-2-propyl-benzoimidazol-1-yl}-acetic acid tert-butyl ester

https://huagongshe.com/reaction/15596

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Fluorobenzoyl chlorideHCID 67879—
ReactantDiisopropylethylamineHCID 81531—
Reactant(5-Benzylamino-2-propyl-benzoimidazol-1-yl)-acetic acid tert-butyl esterHCID 67200053—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventHydrochloric AcidHCID 313—
SolventDichloromethaneHCID 6344—
Product{5-[Benzyl-(4-fluoro-benzoyl)-amino]-2-propyl-benzoimidazol-1-yl}-acetic acid tert-butyl esterHCID 67200511—

Reaction Steps

4-Fluoro-benzoyl chloride (42 μL, 0.36 mmol) was added to a solution of (5-benzylamino-2-propyl-benzoimidazol-1-yl)-acetic acid tert-butyl ester (45 mg, 0.12 mmol), DIEA (41 μL, 0.24 mmol) and DMAP (15 mg, 0.12 mmol) in CH2Cl2 (1 mL), and stirred overnight at room temperature. The reaction solution was diluted with aqueous HCl (1.0 M) and filtered through an Extrelut column. The Extrelut column was washed with CH2Cl2, and the filtrate was concentrated to afford the subtitle compound that was used without further purification. MS calculated for C30H32FN3O3+H: 502, observed: 502.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732618B2
Source datasetuspto-grants-2010_06
ORD IDord-1d181c31d88b400c8195482a3b41f409
Source noteuspto-grants-2010_06