Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | HCID 58072276 | HCID 58072276 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 89586189 | HCID 89586189 | — |
Reaction Steps
To a solution of 3-(1-phenyl-1H-pyrazol-5-yl)-1-pyridin-3-ylpyridazin-4(1H)-one (500 mg) in acetonitrile (5 mL) was added benzylbromide (0.19 mL) at room temperature, and the mixture was heated under reflux for 5 hr. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with ethyl acetate. The obtained solution was washed with water and saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was dissolved in methanol (10 mL), and platinum dioxide (54 mg) was added. The reaction mixture was stirred at room temperature for 24 hr under a hydrogen atmosphere (3 atm) and filtered through celite. The filtrate was concentrated under reduced pressure, and the obtained residue was diluted with ethyl acetate. The obtained solution was washed with water and saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (methanol/ethyl acetate) to give the title compound (270 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150588B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-1d904741c4f64bbb9dbe63c951bb56a3 |
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| Source note | uspto-grants-2015_10 |
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