HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Dimethylamino)-2-propenal → 3-[4-(Trifluoromethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Dimethylamino)-2-propenal | HCID 79125 | — |
| Reactant | 4-(4-(trifluoromethoxy)phenyl)-1H-pyrazole-3,5-diamine | HCID 68754296 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-[4-(Trifluoromethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-2-amine | HCID 68749214 | 107.5% |
Reaction Steps
In a microwave vessel containing the product from Example 1B (0.4 g, 1.549 mmol) and 3-(dimethylamino)acrylaldehyde (0.155 g, 1.549 mmol) in ethanol (5 mL) was added two drops of acetic acid. The mixture was irradiated with microwave at 140° C. for 15 minutes and concentrated. The resulting solid was purified by flash chromatography on silica gel, eluting with EtOAc/Hexanes (40-70% gradient), to yield the title compound (0.49 g, 59%). MS ESI+ m/z 295.5 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609669B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-f0fecb6dd45c48a8a15c86580ab1ece0 |
| Source note | uspto-grants-2013_12 |