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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747405Generated: October 31, 2026

1,1'-Carbonyldiimidazole → 4-Methoxy-2,2-dimethyl-3-(2-oxo-2,3-dihydro-benzimidazol-1-yl)-butyric acid methyl ester

https://huagongshe.com/reaction/1747405

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant3-(2-Amino-phenylamino)-4-methoxy-2,2-dimethyl-butyric acid methyl esterHCID 59497672—
SolventTetrahydrofuranHCID 8028—
Product4-Methoxy-2,2-dimethyl-3-(2-oxo-2,3-dihydro-benzimidazol-1-yl)-butyric acid methyl esterHCID 6735850370%

Reaction Steps

To a solution of 3-(2-amino-phenylamino)-4-methoxy-2,2-dimethyl-butyric acid methyl ester (550 mg, 2.1 mmol) in THF (25 mL) was added 1,1′-carbonyldiimidazole (500 mg, 3.1 mmol). The solution was stirred at room temperature for 16 hours. The reaction mixture was concentrated. The resulting residue was purified by CombiFlash with 75% EtOAc in Hexane as the eluent to afford the desired 4-methoxy-2,2-dimethyl-3-(2-oxo-2,3-dihydro-benzimidazol-1-yl)-butyric acid methyl ester (420 mg, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-3eef6658094b4d298414580c3b1cf5d1
Source noteuspto-grants-2015_10