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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747429Generated: October 31, 2026

Water → HCID 59497288, compound

https://huagongshe.com/reaction/1747429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant((1,4-Dimethylindole-3-yl)methyl)trimethylammonium iodideHCID 17836486—
ReactantHCID 59497397HCID 59497397—
SolventDimethylformamideHCID 6228—
ProductHCID 59497288HCID 5949728886%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 2-(2-Oxo-2,3-dihydro-benzimidazol-1-yl)-benzoic acid methyl ester (30 mg, 0.11 mmol) in DMF (1.0 mL) are added (1,4-Dimethyl-1H-indol-3-ylmethyl)-trimethyl-ammonium iodide (46 mg, 0.13 mmol) and K2CO3 (31 mg, 0.22 mmol) at room temperature. The solution is heated to 60° C. for 16 hr and it is cooled down to room temperature for another 48 hr. Then 30 mL of water is added. The mixture is extracted with EtOAc (3×30 mL) and the combined organic layers are washed with water (3×100 mL), dried with Na2SO4 and concentrated to give crude product. Purification by preparative TLC affords 40 mg (86%) of 2-[3-(1,4-Dimethyl-1H-indol-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-benzoic acid methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-1df71cbbfa8d47d99a35928dc1b4a6af
Source noteuspto-grants-2015_10