HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (+/-)-1-(1-methyl-4-nitro-1H-pyrazol-5-yl)-3-(trifluoromethyl)piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-chloro-1-methyl-4-nitro-1H-pyrazole | HCID 12344836 | — |
| Reactant | 2-(Trifluoromethyl)piperazine | HCID 18519725 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (+/-)-1-(1-methyl-4-nitro-1H-pyrazol-5-yl)-3-(trifluoromethyl)piperazine | HCID 86680080 | 104% |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
A mixture of (±)-2-(trifluoromethyl)piperazine (1 g, 6.2 mmol), 5-chloro-1-methyl-4-nitro-1H-pyrazole (2.1 g, 13 mmol), DIPEA (2.4 g, 18.6 mmol) in EtOH (10 mL) was heated in a microwave oven at 140° C. for 5 hours. The reaction mixture was concentrated under reduced pressure to give a residue. The residue was purified by silica gel chromatography using DCM/MeOH (10:1) as eluting solvents to afford (±)-1-(1-methyl-4-nitro-1H-pyrazol-5-yl)-3-(trifluoromethyl)piperazine as a yellow oil (1.8 g, 99%). MS (ESI) m/z: 280 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08614206B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-e223cd396cae4ab9ad0e9e440f69846b |
| Source note | uspto-grants-2013_12 |