HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 59543423, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Diisobutylaluminum hydride | HCID 14487 | — |
| Reactant | HCID 59543425 | HCID 59543425 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59543423 | HCID 59543423 | — |
Reaction Steps
4-[6-(4-Cyclobutylpiperazin-1-ylmethyl)pyridin-3-yl]benzonitrile (0.066 g, 0.2 mmol) was dissolved in DCM (1 mL) DIBAL 1M in THF (0.2 mL) was added. The reaction mixture was stirred at RT for 1 hour. LC-MS showed no product. Another 1.5 eq. of DIBAL (0.2 mL) was added and stirring continued 1 hour. LC-MS showed full conversion. The reaction mixture was stored at −20° C. for 3 days. The reaction mixture was added DCM (5 mL) and cold NH4Claq (5 mL). The DCM phase was washed with water (5 mL) and brine (5 mL), dried with MgSO4, filtered and evaporation afforded the title compound as the free base. 34.5 mg (51%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08344001B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-bf4011fba60641f182468c08d6d6dc7f |
| Source note | uspto-grants-2013_01 |