Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Tetrahydro-4H-pyran-4-ol | HCID 74956 | — |
| Reactant | 2,6-Dichloro-3-nitropyridine | HCID 85239 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 61286363 | HCID 61286363 | 58% |
Reaction Steps
A mixture of THF and 2.4 g NaH (55% in mineral oil, 55 mmol) is cooled to 0° C., 5.2 ml tetrahydro-pyran-4-ol (55 mmol) are slowly added and the mixture stirred for 30 minutes. 10.0 g (52 mmol) 2,6-dichloro-3-nitro-pyridine in THF are slowly added and the mixture is stirred at RT over night. The reaction mixture is diluted with EtOAc and water. The organic phase is separated and washed with water and brine, dried and evaporated. The residual is purified by FC, giving rise to 7.8 g (58%) 6-chloro-3-nitro-2-(tetrahydro-pyran-4-yloxy)-pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08901138B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-d1d0c423fac244a1bc4c9f790ad8e535 |
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| Source note | uspto-grants-2014_12 |
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