Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropyl Ether | HCID 7914 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Tert-butyl-4,5-dichloro-2,3-dihydropyridazin-3-one | HCID 2782225 | — |
| Reactant | HCID 13822268 | HCID 13822268 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13822293 | HCID 13822293 | 77.7% |
Reaction Steps
To a solution of 2.3 g of 6-(4-fluorobenzyloxy)-3-pyridine methanol in 20 ml of N,N-dimethylformamide was added under stirring at 0° C. 0.5 g of 55% sodium hydride (in mineral oil). After stirring for 30 minutes at room temperature, thereto was added 2.2 g of 2-t-butyl-4,5-dichloro-3(2H)-pyridazinone. The reaction mixture was stirred at room temperature for additional 8 hours, poured into 50 ml of ice water and extracted twice with 50 ml of benzene. The organic layer was washed with water, dried over anhydrous sodium sulfate and then freed of solvent by distillation under reduced pressure to give 4.1 g of a crude product. The crude product was added with isopropyl ether and recrystallized therefrom to obtain 3.2 g of 2-t-butyl-4-chloro-5-[{6-(4-fluorobenzyloxy)-3-pyridyl}-methyloxy]-3(2H)-pyridazinone, m.p. 121.0°~124.0° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04837217 |
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| Source dataset | uspto-grants-1989_06 |
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| ORD ID | ord-4b0a322a33cc4f6fa3d391af9b01db13 |
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| Source note | uspto-grants-1989_06 |
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