HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Difluoro-3-[2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]benzaldehyde → 1-{2,6-Difluoro-3-[2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}prop-2-yn-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Difluoro-3-[2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]benzaldehyde | HCID 86672861 | — |
| Reactant | HCID 178418486 | HCID 178418486 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-{2,6-Difluoro-3-[2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]phenyl}prop-2-yn-1-ol | HCID 86672862 | 58.7% |
Reaction Steps
The procedure described in stage 2.5 is followed, starting with 0.270 g (0.77 mmol) of 2,6-difluoro-3-[2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]benzaldehyde obtained in stage 6.1, in solution in 15 ml of tetrahydrofuran, followed by addition of 4.60 ml (2.30 mmol) of an ethynylmagnesium bromide solution (0.5M in tetrahydrofuran) and after chromatography on silica gel, elution being carried out with a mixture of cyclohexane and dichloromethane (1/3), 0.171 g (57%) of the expected product is obtained in the form of a pale yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546424B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-0f1c444a1add4611b6d5ca0caad8b495 |
| Source note | uspto-grants-2013_10 |