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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747397Generated: October 30, 2026

Potassium Carbonate → 4-[3-(1,4-dimethyl-3H-indol-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-pentanoic acid methyl ester

https://huagongshe.com/reaction/1747397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant((1,4-Dimethylindole-3-yl)methyl)trimethylammonium iodideHCID 17836486—
Reactant4-(2-Oxo-2,3-dihydro-benzimidazol-1-yl)-pentanoic acid methyl esterHCID 59497278—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-[3-(1,4-dimethyl-3H-indol-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-pentanoic acid methyl esterHCID 6735930386.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of 4-(2-oxo-2,3-dihydro-benzimidazol-1-yl)-pentanoic acid methyl ester (85 mg, 0.34 mmol) and (1,4-dimethyl-1H-indol-3-ylmethyl)-trimethylammonium iodide (175 mg, 0.51 mmol) in DMF (2.5 mL) was added K2CO3 (95 mg, 0.69 mmol). The mixture was stirred at 100° C. for 4 hours. The reaction mixture was allowed to cool to room temperature, diluted with EtOAc (50 mL) and washed with H2O (50 mL×3). The organic layer was dried over sodium sulfate and concentrated. The resulting residue was purified by CombiFlash with 25% EtOAc in Hexane as the eluent to afford the desired 4-[3-(1,4-dimethyl-3H-indol-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-pentanoic acid methyl ester (120 mg, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-00e7819131bb4fe5a7321b2283b4d3c3
Source noteuspto-grants-2015_10