Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,6-Difluoropyridine | HCID 73934 | — |
| Reactant | (Oxan-4-yl)methanol | HCID 2773573 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59526988 | HCID 59526988 | 74.8% |
Reaction Steps
To a solution of tetrahydro-2H-pyran-4-yl methanol (1.00 g) and 2,6-difluoropyridine (1.19 g) in DMF (10 mL) was added 60% sodium hydride (410 mg), and the mixture was stirred at 80° C. for 8 hours. Water (50 mL) was added dropwise to the reaction mixture, followed by extraction with ethyl acetate (100 mL). The organic layer was washed sequentially with water and saturated brine and dried, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=80/20) to obtain 2-fluoro-6-(tetrahydro-2H-pyran-4-ylmethoxy)pyridine (1.36 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08367702B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-cc0189e4389f4d329611f5242dc76ba5 |
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| Source note | uspto-grants-2013_02 |
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