HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (RS)-2-(2-Benzofuranylmethyl)-1-((5-(4-fluorophenyl)-2-methyl-thiazol-4-yl)-carbonyl)-piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Methyl-5-(4-fluorophenyl)thiazole-4-carbonyl chloride | HCID 22324119 | — |
| Reactant | 2-(2-benzofuranylmethyl)Piperidine | HCID 23146245 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (RS)-2-(2-Benzofuranylmethyl)-1-((5-(4-fluorophenyl)-2-methyl-thiazol-4-yl)-carbonyl)-piperidine | HCID 10160068 | 24% |
Reaction Steps
5-(4-Fluorophenyl)-2-methyl-thiazole-4-carbonyl chloride (136 mg, 0.53 mmol) in dichloromethane (1 ml) was added to a solution of (RS)-2-(2-benzofuranylmethyl)piperidine (104 mg, 0.48 mmol) and triethylamine (0.20 ml, 1.45 mmol) in dichloromethane (4 ml) and the mixture shaken at ambient temperature for 30 min. The resultant was washed with saturated aqueous sodium hydrogen carbonate (8 ml). The organic layer was applied directly onto a pre-packed silica gel column and chromatographed eluting with ethyl acetate hexane mixtures to give the title compound (50 mg, 24%) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07470710B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-9a55d37377354ac49713ae9a173e7635 |
| Source note | uspto-grants-2008_12 |