HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 117760218, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 131733923 | HCID 131733923 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 117760218 | HCID 117760218 | 92.2% |
Reaction Steps
To a solution of 1-((5-(((tert-butyl(dimethyl)silyl)oxy)methyl)-2-(2-fluoro-5-methoxyphenyl)pyridin-3-yl)methyl)cyclopentanecarbonitrile (514 mg) in THF (10 mL) was added a THF solution (1 M, 2.2 mL) of tetrabutylammonium fluoride, and the mixture was stirred at room temperature for 20 min. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous sodium 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 (355 mg) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181186B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-416f7b03430f4b2e9ed684910672413f |
| Source note | uspto-grants-2015_11 |