HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-[4-(4-Trifluoromethoxy-benzene sulfonyl)-piperazin-1-yl]-thiazole-5-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | p-(Trifluoromethoxy)benzenesulphonyl chloride | HCID 523102 | — |
| Reactant | Methyl 2-(piperazin-1-yl)thiazole-5-carboxylate | HCID 22831866 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[4-(4-Trifluoromethoxy-benzene sulfonyl)-piperazin-1-yl]-thiazole-5-carboxylic acid methyl ester | HCID 69199216 | 78.8% |
Reaction Steps
To a solution of compound 11 (200 mg, 0.886 mmol) in dichloromethane (7.5 mL) were added 4-trifluoromethoxybenzenesulfonyl chloride (344 mg, 1.320 mmol) and triethylamine (220 mg, 2.169 mmol) under a N2 atmosphere. The reaction mixture was stirred at room temperature for 4 h. Water (10 mL) followed by dichloromethane (10 mL) were added to the reaction mixture and the organic layer was separated, dried on sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography using silica gel to give the compound 12d as a solid (313 mg, 78.8%). HPLC: 98% (Rt=12.22 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07345043B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-d85edf3e372e49d4b82d70023d87923e |
| Source note | uspto-grants-2008_03 |