HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (6-(2-Fluoro-5-methoxyphenyl)-5-neopentylpyridin-3-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 5-(((Tert-butyldimethylsilyl)oxy)methyl)-2-(2-fluoro-5-methoxyphenyl)-3-neopentylpyridine | HCID 131733919 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (6-(2-Fluoro-5-methoxyphenyl)-5-neopentylpyridin-3-yl)methanol | HCID 117760196 | — |
Reaction Steps
To a solution of 5-(((tert-butyldimethylsilyl)oxy)methyl)-2-(2-fluoro-5-methoxyphenyl)-3-neopentylpyridine in THF (25 mL) was added a 1 M solution of tetrabutylammonium fluoride in THF (10 mL), and the mixture was stirred at room temperature for 5 min. Water was added to the reaction mixture at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.50 g) as a pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181186B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-0e1efbe7466244cb812005d8188aea0a |
| Source note | uspto-grants-2015_11 |