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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15578Generated: October 26, 2026

Acetyl chloride → [5-(Acetyl-benzyl-amino)-2-propyl-benzoimidazol-1-yl]-acetic acid tert-butyl ester

https://huagongshe.com/reaction/15578

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
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-(Acetyl-benzyl-amino)-2-propyl-benzoimidazol-1-yl]-acetic acid tert-butyl esterHCID 67202294—

Reaction Steps

Acetyl chloride (25 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 C25H31N3O3+H: 422, observed: 422.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732618B2
Source datasetuspto-grants-2010_06
ORD IDord-7fe19e508c9a44cc89f2b7f9100f8e99
Source noteuspto-grants-2010_06