HuagongsheHuagongshe Chemistry Print Report · For research reference only
4,4,4-Trifluoro-1-[3-(trifluoromethyl)phenyl]butane-1,3-dione → 5-(3-Trifluoromethyl-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4,4,4-Trifluoro-1-[3-(trifluoromethyl)phenyl]butane-1,3-dione | HCID 16227957 | — |
| Reactant | HCID 178418806 | HCID 178418806 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 5-(3-Trifluoromethyl-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine | HCID 86607997 | 95.3% |
Reaction Steps
A mixture of 4,4,4-trifluoro-1-(3-trifluoromethyl-phenyl)-butane-1,3-dione (10.3 g, 36.1 mmol) and commercially available 3-aminopyrazole (3.0 g, 36.1 mmol) in acetic acid (100 mL) was refluxed for 4 h and evaporated. The crude product was further purified by crystallization (ethyl acetate/hexane) to yield 5-(3-trifluoromethyl-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine (11.4 g, 95%) as a light yellow solid. MS (ISP) 323.3 [(M+H)+]; mp 96° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07238808B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-5ff12d9d65354bd985b337cc42262a3f |
| Source note | uspto-grants-2007_07 |