HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 131733922, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 117760047 | HCID 117760047 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 131733922 | HCID 131733922 | 88.3% |
Reaction Steps
To a solution of 3-(2-(2-fluoro-5-methoxyphenyl)-5-(hydroxymethyl)pyridin-3-yl)propanenitrile (424 mg) and imidazole (155 mg) in DMF (10 mL) was added tert-butyldimethylchlorosilane (265 mg), and the mixture was stirred at room temperature for 30 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 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 (524 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181186B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-d4a2229ea02e4112814e494e97fc6c35 |
| Source note | uspto-grants-2015_11 |