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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747419Generated: October 31, 2026

Water → HCID 59497465, compound

https://huagongshe.com/reaction/1747419

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant((1,4-Dimethylindole-3-yl)methyl)trimethylammonium iodideHCID 17836486—
ReactantHCID 59497702HCID 59497702—
SolventDimethylformamideHCID 6228—
ProductHCID 59497465HCID 5949746561%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 4-Methoxy-3-(2-oxo-2,3-dihydro-benzimidazol-1-yl)-butyric acid methyl ester (205 mg, 0.78 mmol) in DMF (10 mL) are added (1,4-Dimethyl-1H-indol-3-ylmethyl)-trimethyl-ammonium iodide (470 mg, 1.4 mmol) and K2CO3 (210 mg, 1.6 mmol) at room temperature. The solution is heated to 100° C. for 5.5 hours. The solution is cooled down and 30 mL of water is added. The mixture is extracted with EtOAc (3×50 mL) and the organic layers are combined, washed with water (3×100 mL), dried with MgSO4 and concentrated to give crude product. Purification by flash column chromatography affords 200 mg (61%) of 3-[3-(1,4-Dimethyl-1H-indol-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-4-methoxy-butyric acid methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-81ea3b9b42bc4feeaf5b232bf8e0b3f1
Source noteuspto-grants-2015_10