HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Heptanol → HCID 22136311, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Heptanol | HCID 11513 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | HCID 12143941 | HCID 12143941 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22136311 | HCID 22136311 | 31.4% |
Reaction Steps
A mixture of 200 mg of 7-(2-chloro-4,6-dimethylphenyl)-2-methyl-1,2,4,5,6,7-hexahydro-pyrazolo[3,4-b]pyridin-3-one (Example 1, step 5) and 337 mg of triphenylphosphine in 15 mL of dry tetrahydrofuran was treated with 124 mg of 4-heptanol and 224 mg of diethylazodicarboxylate. The mixture was stirred under an atmosphere of nitrogen at room temperature for 16 h. The solvent was evaporated and the residue was purified by flash column chromatography on silica gel eluting with 15% ethyl acetate/hexane to afford 84 mg of 7-(2-chloro-4,6-dimethylphenyl)-2-methyl-3-(1-propylbutoxy)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]pyridine as a colorless oil: ms (MH+)=390.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07432283B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-7202592f3096484ebcac620bf2c0caf1 |
| Source note | uspto-grants-2008_10 |