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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15584Generated: October 25, 2026

Cyclopentanecarbonyl chloride → [5-(Benzyl-cyclopentanecarbonyl-amino)-2-propyl-benzoimidazol-1-yl]-acetic acid tert-butyl ester

https://huagongshe.com/reaction/15584

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentanecarbonyl chlorideHCID 78284—
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-cyclopentanecarbonyl-amino)-2-propyl-benzoimidazol-1-yl]-acetic acid tert-butyl esterHCID 67200357—

Reaction Steps

Cyclopentanecarbonyl chloride (43 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 C29H37N3O3+H: 476, observed: 476.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732618B2
Source datasetuspto-grants-2010_06
ORD IDord-d8e75d7e77ea44ca9dac7480559a22da
Source noteuspto-grants-2010_06