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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15582Generated: October 25, 2026

Isovaleryl chloride → {5-[Benzyl-(3-methyl-butyryl)-amino]-2-propyl-benzoimidazol-1-yl}-acetic acid tert-butyl ester

https://huagongshe.com/reaction/15582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsovaleryl chlorideHCID 66054—
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-(3-methyl-butyryl)-amino]-2-propyl-benzoimidazol-1-yl}-acetic acid tert-butyl esterHCID 67200170—

Reaction Steps

3-Methyl-butyryl chloride (44 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 C28H37N3O3+H: 464, observed: 464.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732618B2
Source datasetuspto-grants-2010_06
ORD IDord-c3dbcd0735ce42daad9dd654200932b7
Source noteuspto-grants-2010_06