HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-{4-[1-methoxy-2,2,2-trifluoro-1-(trifluoromethyl)ethyl]-2-methyl-5-n-propylphenyl}-1,3,5-trimethylpyrazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | trimethyl-1H-pyrazole-4-carbonyl chloride | HCID 13637622 | — |
| Reactant | 4-[1-Methoxy-2,2,2-trifluoro-1-(trifluoromethyl)ethyl]-2-methyl-5-n-propylaniline | HCID 86629855 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-{4-[1-methoxy-2,2,2-trifluoro-1-(trifluoromethyl)ethyl]-2-methyl-5-n-propylphenyl}-1,3,5-trimethylpyrazole-4-carboxamide | HCID 23628207 | 77.3% |
Reaction Steps
1,3,5-Trimethylpyrazole-4-carbonyl chloride (172 mg, 1 mmol), 4-[1-methoxy-2,2,2-trifluoro-1-(trifluoromethyl)ethyl]-2-methyl-5-n-propylaniline (329 mg, 1 mmol) and triethylamine (303 mg, 3 mmol) were dissolved in tetrahydrofuran (10 ml), and the mixture was heated under reflux for 3 hr. The reaction mixture was diluted with ethyl acetate, and washed with water. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:2) to give the desired compound (360 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404861B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-48a8c79875874ec7b35cc85610a1210d |
| Source note | uspto-grants-2013_03 |