HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 86602417, compound → HCID 69183957, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 86602417 | HCID 86602417 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Acetic acid methanol | HCID 10129899 | — |
| Product | HCID 69183957 | HCID 69183957 | 45.7% |
Reaction Steps
A solution of ethyl (2E)-3-[1-ethyl-6-isopropyl-4-(5-methyl-3-pyridyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]acrylate (268 mg) in MeOH-AcOH (90:10, 10 ml) was hydrogenated (3 atm) over palladium hydroxide (38 mg) at room temperature for 8 hours. The reaction mixture was filtered through celite pad and the filtrate was concentrated in vacuo. The residue was dissolved in EtOAc and washed with saturated aqueous NaHCO3, water, brine, dried over anhydrous MgSO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel eluting with a mixture of EtOAc and n-hexane (1:2) to give ethyl 3-[1-ethyl-6-isopropyl-4-(5-methyl-3-pyridyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]propanoate (123 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07459451B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-81ae213a417e497caf9fecddc2d5c0c2 |
| Source note | uspto-grants-2008_12 |