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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1179328Generated: November 1, 2026

Thiophene-3-carboxylic acid → HCID 58978020, compound

https://huagongshe.com/reaction/1179328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophene-3-carboxylic acidHCID 6918—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantSodium BicarbonateHCID 516892—
Reactant1-[1-(piperidin-4-yl)piperidin-4-yl]-1,3-dihydro-2H-benzimidazol-2-one dihydrochlorideHCID 22745203—
SolventChloroformHCID 6212—
Solventtert-ButanolHCID 6386—
SolventTriethylamineHCID 8471—
ProductHCID 58978020HCID 5897802087.5%

Reaction Steps

A mixture of 72 mg of 3-thenoic acid, 187 mg of 1-[1-(piperidin-4-yl)piperidin-4-yl]-1,3-dihydro-2H-benzimidazol-2-one dihydrochloride, 110 mg of ethyl 3-(dimethylamino)propylcarbodiimide, 110 mg of 1-hydroxy-1,2,3-benzotriazole, 300 mg of triethylamine, 10 ml of CHCl3, and 10 ml of tert-butyl alcohol was stirred for 17 h. The reaction mixture was partitionized between chloroform and aqueous NaHCO3. The organic layer was washed with aqueous NaHCO3, dried over anhydrous Na2SO4, and concentrated. The residue was purified on SiO2 chromatography (chloroform/methanol=30:1-20:1) to afford 180 mg of 1-[1-[1-(3-thenoyl)piperidin-4-yl]piperidin-4-yl]-1,3-dihydro-2H-benzimidazol-2-one as a colorless amorphous.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07279490B2
Source datasetuspto-grants-2007_10
ORD IDord-87a1fb708dfe4bbc848b9853beabade0
Source noteuspto-grants-2007_10