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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747375Generated: October 30, 2026

Bis-(1H-imidazol-2-YL)-methanone → (S)-3-(2-Oxo-2,3-dihydro-benzoimidazol-1-yl)-hexanoic acid ethyl ester

https://huagongshe.com/reaction/1747375

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis-(1H-imidazol-2-YL)-methanoneHCID 5250894—
Reactant(S)-3-(2-Amino-phenylamino)-hexanoic acid ethyl esterHCID 59497425—
SolventTetrahydrofuranHCID 8028—
Product(S)-3-(2-Oxo-2,3-dihydro-benzoimidazol-1-yl)-hexanoic acid ethyl esterHCID 5949746798%

Reaction Steps

To a solution of (S)-3-(2-Amino-phenylamino)-hexanoic acid ethyl ester (650 mg, 2.6 mmol) in THF (10 mL) was added carbonyl diimidazole [CDI] (842 mg, 5.2 mmol) at room temperature under nitrogen atmosphere. The solution was stirred at the same temperature for 12 hours. The solution was concentrated and the residue was purified by CombiFlash with 20% EtOAc in Hexane as the eluent to afford the desirable product (S)-3-(2-Oxo-2,3-dihydro-benzoimidazol-1-yl)-hexanoic acid ethyl ester (700 mg, 98%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-a6b4107db982477e80ea2f34f50ee4cf
Source noteuspto-grants-2015_10