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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1473934Generated: October 25, 2026

Ammonia → 2-(3-ethylsulfanyl-pyridin-2-yl)-1-methyl-5-pentafluoroethyl-1H-benzimidazole

https://huagongshe.com/reaction/1473934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium pentafluoropropionateHCID 2733305—
Reactant2-(3-ethylsulfanyl-pyridin-2-yl)-5-iodo-1-methyl-1H-benzimidazoleHCID 71247076—
CatalystCopper iodideHCID 83717—
SolventO-XyleneHCID 7237—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-(3-ethylsulfanyl-pyridin-2-yl)-1-methyl-5-pentafluoroethyl-1H-benzimidazoleHCID 8672517772%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 2-(3-ethylsulfanyl-pyridin-2-yl)-5-iodo-1-methyl-1H-benzimidazole (340 mg), copper iodide (410 mg), sodium pentafluoropropionate (800 mg), NMP (5 ml), and xylene (5 ml) was stirred at 160° C. for 5 hours. The reaction mixture was allowed to cool to room temperature, and then saturated aqueous sodium hydrogen carbonate solution and 28% ammonia solution were poured thereto. Then, the mixture was extracted with t-butylmethyl ether. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 2-(3-ethylsulfanyl-pyridin-2-yl)-1-methyl-5-pentafluoroethyl-1H-benzimidazole (240 mg), which is hereinafter referred to as “the present compound 26”.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018134B2
Source datasetuspto-grants-2015_04
ORD IDord-e5544fa675e64912806e761787cc465b
Source noteuspto-grants-2015_04