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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592323Generated: October 31, 2026

Methyl iodide → Methyl 4-(4-fluorophenyl)-2-(2-hydroxy-2-methylpropyl)-1-methyl-1H-benzimidazole-6-carboxylate

https://huagongshe.com/reaction/592323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
Reactantmethyl 4-(4-fluorophenyl)-2-(2-hydroxy-2-methylpropyl)-1H-benzimidazole-6-carboxylateHCID 66691128—
SolventDimethylformamideHCID 6228—
ProductMethyl 4-(4-fluorophenyl)-2-(2-hydroxy-2-methylpropyl)-1-methyl-1H-benzimidazole-6-carboxylateHCID 6668996630.7%

Reaction Steps

To a solution of methyl 4-(4-fluorophenyl)-2-(2-hydroxy-2-methylpropyl)-1H-benzimidazole-6-carboxylate (125 mg, 0.365 mmol) and cesium carbonate (297 mg, 0.913 mmol) in N,N-dimethylformamide (0.730 mL) was added methyl iodide (0.025 mL, 0.402 mmol). Stirred at ambient temperature for 2.5 h. Filtered and purification by reverse phase HPLC (C-18, 95% water/acetonitrile→5% water/acetonitrile with 0.1% TFA) gave the title compound (40 mg): LC-MS [M+1]=357.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238647B2
Source datasetuspto-grants-2016_01
ORD IDord-ea9a52ea930e4bafa82e01a589591c2e
Source noteuspto-grants-2016_01