HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopentane, methylene- → N-cyclohexyl-1-ethyl-5-(1-oxa-2-azaspiro[4.4]non-2-en-3-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopentane, methylene- | HCID 73714 | — |
| Reactant | Sodium Hypochlorite | HCID 23665760 | — |
| Reactant | 4-cyclohexylamino-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde oxime | HCID 86647599 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-cyclohexyl-1-ethyl-5-(1-oxa-2-azaspiro[4.4]non-2-en-3-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine | HCID 24905403 | 40% |
Reaction Steps
Methylene cyclopentane (0.073 ml, 0.0006 mole) was added to 4-(cyclohexylamino)-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde oxime (0.1 gm, 0.0003 mole) (example 8) in tetrahydrofuran. The reaction mixture was stirred at room temperature for about 5 minutes. Sodium hypochlorite (5 ml) was added slowly to the reaction mixture over a period of about 5 minutes and the mixture was allowed to stir at room temperature for about 5 h. The organic solvent was evaporated and the residue was extracted in ethyl acetate. The organic layer was concentrated and the title compound obtained was purified by preparative thin layer chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420666B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-b2cfe999cb0542a99f581d538ad50ca5 |
| Source note | uspto-grants-2013_04 |