HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 72265020, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Piperidine, acetate | HCID 9793820 | — |
| Reactant | 3-(2,3-Difluorophenyl)-3-oxopropanenitrile | HCID 18449024 | — |
| Reactant | HCID 18449038 | HCID 18449038 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 72265020 | HCID 72265020 | 69.4% |
Reaction Steps
A stirred solution of 4-(3,5-bis-trifluoromethyl-pyrazol-1-yl)-benzaldehyde (0.18 g, 0.58 mmol), 3-(2,3-difluoro-phenyl)-3-oxo-propionitrile (0.1 g, 0.55 mmol) and piperidine acetate (8 mg, 0.06 mmol) in dry benzene was heated at reflux for 12 hours. Volatile components were removed under reduced pressure to give a syrup. Trituration with ether gave 3-[4-(3,5-bis-trifluoromethyl-pyrazol-1-yl)-phenyl]-2-(2,3-difluoro-benzoyl)-acrylonitrile (0.18 g, 65% yield) as a solid: 1H-NMR (CDCl3) δ 7.15 (s, 1H), 7.24–7.32 (m, 1H), 7.38–7.50 (m, 2H), 7.72 (d, 2H, J=8.4), 8.11 (s, 1H), 8.20 (d, 2H, J=8.4) ppm. ESMS calculated for C21H9F8N3O: 471.1; Found: 472.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07202232B2 |
| Source dataset | uspto-grants-2007_04 |
| ORD ID | ord-bc3281262a1f4c858cbede005d272265 |
| Source note | uspto-grants-2007_04 |