HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2-Dichloro-1-methylcyclopropanecarboxylic acid → 1-[(2,2-Dichloro-1-methylcyclopropyl)carbonyl]-4-[3-(trifluoromethyl)pyridin-2-yl]piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2-Dichloro-1-methylcyclopropanecarboxylic acid | HCID 102621 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 1-[3-(Trifluoromethyl)pyridin-2-yl]piperazine | HCID 2777786 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-[(2,2-Dichloro-1-methylcyclopropyl)carbonyl]-4-[3-(trifluoromethyl)pyridin-2-yl]piperazine | HCID 68556368 | 56% |
Reaction Steps
Coupling of 1-(3-(trifluoromethyl)pyridin-2-yl)piperazine (271 mg, 1.17 mmol) with 2,2-dichloro-1-methylcyclopropanecarboxylic acid (100 mg, 0.59 mmol) was carried out according to a similar procedure described for example 19A using N,N-dimethylformamide (1 mL) as solvent and benzotriazole-1 yl-oxy-tris-(dimethylamino)-phosphonium hexafluorophosphate (700 mg, 1.56 mmol) as coupling agent. 1-[(2,2-dichloro-1-methylcyclopropyl)carbonyl]-4-[3-(trifluoromethyl)pyridin-2-yl]piperazine was obtained in 56% yield (127 mg) as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632838B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-54d5022a89344aa08e8dc50be4afe975 |
| Source note | uspto-grants-2009_12 |