HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Alcohol → 3-Benzyloxy-1-(7-methoxy-2-trifluoromethyl-pyrazolo[1,5-a]pyridine-4-yl)-propane-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | 7-Methoxy-4-propionyl-2-trifluoromethyl-pyrazolo[1,5-a]pyridine | HCID 59389361 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Benzyloxy-1-(7-methoxy-2-trifluoromethyl-pyrazolo[1,5-a]pyridine-4-yl)-propane-1-one | HCID 59389284 | 52% |
Reaction Steps
A solution of the compound of Example 319 (3.42 g) and benzyl alcohol (1.37 g) in dichloromethane (50 mL) was added to dichloro bis(acetonitrile) palladium (II) (329 mg) in a stream of argon gas. The mixture was stirred at room temperature overnight, followed by addition of benzyl alcohol (500 mL) and stirring overnight. The insoluble material was removed by filtration through Celite. The solvent was evaporated and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:2). The product was further purified by amino-silica gel column chromatography (hexane:ethyl acetate=3:2) to afford the title compound as a pale yellow powder (2.47 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07763617B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-beb82b0a1285494388793e6d60fd6f56 |
| Source note | uspto-grants-2010_07 |