HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thiophene-3-carboxylic acid → HCID 58978020, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thiophene-3-carboxylic acid | HCID 6918 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-[1-(piperidin-4-yl)piperidin-4-yl]-1,3-dihydro-2H-benzimidazol-2-one dihydrochloride | HCID 22745203 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 58978020 | HCID 58978020 | 87.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07279490B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-87a1fb708dfe4bbc848b9853beabade0 |
| Source note | uspto-grants-2007_10 |