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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399262Generated: October 30, 2026

Triethylamine → HCID 57786371, compound

https://huagongshe.com/reaction/1399262

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPotassium CarbonateHCID 11430—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 68761403HCID 68761403—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 57786371HCID 5778637186%

Reaction Steps

To a mixture of methyl 4-chloro-2-[(2,6-dichloro-4-methoxyphenyl)amino]-1-(3-hydroxypropyl)-1H-benzimidazole-7-carboxylate (215 mg, 0.469 mmol) and triethylamine (0.327 mL, 2.35 mmol) in tetrahydrofuran (4.7 mL) was added methanesulfonyl chloride (0.148 mL, 1.87 mmol) at 0° C. The resultant mixture was stirred at room temperature for 30 min and concentrated in vacuo. After N,N-dimethylformamide (4.7 mL) and potassium carbonate (648 mg, 4.69 mmol) were added to the residue, the resultant mixture was stirred at 80° C. for 30 min, diluted with ethyl acetate, washed with water and brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel eluting with a 20-50% ethyl acetate/n-hexane gradient mixture to give the title compound as a colorless solid (177 mg, 0.401 mmol, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901141B2
Source datasetuspto-grants-2014_12
ORD IDord-880e7ca4049e434797b52f03819ab730
Source noteuspto-grants-2014_12