HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium sulfate decahydrate → (6-(2-fluoro-5-methoxyphenyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)pyridin-3-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium sulfate decahydrate | HCID 62649 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | methyl 6-(2-fluoro-5-methoxyphenyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)nicotinate | HCID 117760018 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (6-(2-fluoro-5-methoxyphenyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)pyridin-3-yl)methanol | HCID 117759989 | 44.9% |
Reaction Steps
Under a nitrogen atmosphere, to a suspension of lithium aluminum hydride (74 mg) in THF (9.7 mL) was added dropwise a solution of methyl 6-(2-fluoro-5-methoxyphenyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)nicotinate (466 mg) in THF (3.2 ml) at 0° C., and the mixture was stirred for 1 hr. Sodium sulfate decahydrate was added by small portions, and the mixture was further stirred at room temperature for 1 hr. The reaction mixture was filtered, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (193 mg) as a colorless gummy substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181186B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-8a1d6caef44f4bbfb2460705192ffcb8 |
| Source note | uspto-grants-2015_11 |