Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydride | HCID 166653 | — |
| Reactant | HCID 10318017 | HCID 10318017 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 68802893 | HCID 68802893 | 67.3% |
Reaction Steps
To a solution of ethyl(2E)-3-[7-chloro-4-(4-fluorophenyl)-2-isopropylpyrrolo[1,2-b]pyridazin-3-yl]-2-propenoate (50 mg) in toluene was added dropwise 1.5 M diisobutylalminum hydride (0.277 mL) in toluene (24 mL) in a dryice-acetone bath. After addition, the mixture was stirred for 2 hours (−10° C.). The reaction mixture was quenched with sodium, potassium-tartarate and was filtered through Celite. The organic layer was separated, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by flash silica gel chromatography (silica gel, 40 mL) eluted with hexane-ethyl acetate=10-1, 5-1, and 3-1 to give (2E)-3-[7-chloro-4-(4-fluorophenyl)-2-isopropylpyrrolo[1,2-b]pyridazin-3-yl]-2-propen-1-ol as an yellow solid (30 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07153854B2 |
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| Source dataset | uspto-grants-2006_12 |
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| ORD ID | ord-3bdb9943101f4a6e8534983aa48a87ef |
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| Source note | uspto-grants-2006_12 |
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