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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747310Generated: October 29, 2026

Potassium Carbonate → 3-[3-(1,4-Dimethyl-1H-indol-3-ylmethyl)-6-methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl]-hexanoic acid ethyl ester

https://huagongshe.com/reaction/1747310

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantIodide IonHCID 30165—
Reactant(1,4-Dimethyl-1H-indol-3-ylmethyl)-trimethyl-ammoniumHCID 17836487—
Reactant3-(6-Methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl)-hexanoic acid ethyl esterHCID 59497282—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-[3-(1,4-Dimethyl-1H-indol-3-ylmethyl)-6-methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl]-hexanoic acid ethyl esterHCID 59497378—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 3-(6-Methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl)-hexanoic acid ethyl ester (50 mg, 0.17 mmol) in DMF (2 mL) were added K2CO3 (71 mg, 0.52 mmol) and (1,4-Dimethyl-1H-indol-3-ylmethyl)-trimethyl-ammonium; iodide (90 mg, 0.26 mmol). The reaction mixture was heated to 80° C. for 16 h. The reaction mixture was then diluted with ethyl acetate and washed with water (×4). The organic phase was then dried over Na2SO4 and concentrated. The resulting residue was purified by silica gel prep TLC using 4:1 Hexanes:ethyl acetate as an eluent to afford 35 mg of the desired product as oil. LCMS (ESMS): m/z 448.82 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-275f7428191a41748ca545397b26a332
Source noteuspto-grants-2015_10