HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 2-[2-(4-Fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Formylphenylboronic acid | HCID 292189 | — |
| Reactant | HCID 67255182 | HCID 67255182 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-[2-(4-Fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]benzaldehyde | HCID 86672860 | 78% |
Reaction Steps
The procedure described in stage 2.4 is followed, starting with 0.300 g (1.03 mmol) of 5-bromo-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine obtained in stage 2.3, 0.170 g (1.13 mmol) of 2-formylphenylboronic acid, 1.00 g (3.09 mmol) of caesium carbonate and 0.084 g (0.10 mmol) of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) in 5 ml of a 9/1 mixture of tetrahydrofuran and water. After chromatography on silica gel, elution being carried out with a mixture of cyclohexane and ethyl acetate (85/15), 0.254 g (77%) of the expected product is obtained in the form of a beige powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546424B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-e8c1da79455c4a268f83a32e894680ea |
| Source note | uspto-grants-2013_10 |