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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15592Generated: October 25, 2026

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

https://huagongshe.com/reaction/15592

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluorobenzoyl chlorideHCID 9808—
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-(2-fluoro-benzoyl)-amino]-2-propyl-benzoimidazol-1-yl}-acetic acid tert-butyl esterHCID 67199918—

Reaction Steps

2-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-1754c8e370c345a2817119b79bdd21ba
Source noteuspto-grants-2010_06