Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Cyclobutanol | HCID 76218 | — |
| Reactant | 4,5-Dichloro-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one | HCID 10729262 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66875264 | HCID 66875264 | 72% |
Reaction Steps
A solution of cyclobutanol (7.2 g, 100 mmol) in tetrahydrofuran (200 mL) was treated with sodium hydride (3.6 g, 150 mmol) and stirred at 25° C. for 15 min. At this time, 4,5-dichloro-2-(tetrahydropyran-2-yl)-2H-pyridazin-3-one (Intermediate 20, 20.0 g, 80 mmol) in tetrahydrofuran was added dropwise. The resulting mixture was stirred at 25° C. for 2 h. At this time, the reaction was concentrated in vacuo. Chromatography (8/1 petroleum ether/ethyl acetate) afforded 4-chloro-5-cyclobutoxy-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one (16.3 g, 72%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08258134B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-4596137be41a4188a058123b7d3dc279 |
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| Source note | uspto-grants-2012_09 |
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