Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclohexane | HCID 8078 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | HCID 70982130 | HCID 70982130 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66576409 | HCID 66576409 | 43.4% |
Reaction Steps
To a cooled (0° C.) stirred solution of ethyl 2-(4-chloro-3,5-diphenyl-1H-pyrazolo[3,4-c]pyridazin-1-yl)propanoate (72 mg, 0.177 mmol) in THF (0.5 mL) was added dropwise a 1.1 M solution of diisobutylaluminum hydride in cyclohexane (1 mL, 1.1 mmol). After 15 minutes, a saturated solution of ammonium chloride and CH2Cl2 were added at 0° C. to the reaction mixture. The aqueous phase was extracted with CH2Cl2 and the organic phases combined, dried over MgSO4, filtered and evaporated. Purification using preparative HPLC gave Compound 96 as an off-white solid (28 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09260381B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-fb47bea2e86243e3bffb1d6aa132c8bf |
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| Source note | uspto-grants-2016_02 |
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