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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747411Generated: November 1, 2026

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

https://huagongshe.com/reaction/1747411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant((1,4-Dimethylindole-3-yl)methyl)trimethylammonium iodideHCID 17836486—
Reactant2-Methyl-2-(2-oxo-2,3-dihydro-benzimidazol-1-yl)-propionic acid tert-butyl esterHCID 59497346—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-[3-(1,4-dimethyl-3H-indol-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-2-methyl-propionic acid tert-butyl esterHCID 6735923168%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of 2-methyl-2-(2-oxo-2,3-dihydro-benzimidazol-1-yl)-propionic acid tert-butyl ester (130 mg, 0.47 mmol) and (1,4-dimethyl-1H-indol-3-ylmethyl)-trimethylammonium iodide (250 mg, 0.73 mmol) in DMF (2.5 mL) was added K2CO3 (200 mg, 1.45 mmol). The mixture was stirred at 100° C. for 4 hours. The mixture was 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 30% EtOAc in Hexane as the eluent to afford the desired 2-[3-(1,4-dimethyl-3H-indol-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-2methyl-propionic acid tert-butyl ester (138 mg, 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-69f75cac6ad243258b0c45d8045d17d3
Source noteuspto-grants-2015_10