HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(4-benzoyl-pyridin-3-yl)-2-(3,5-bis-trifluoromethyl-phenyl)-isobutyramide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(3,5-Bis(trifluoromethyl)phenyl)-2-methylpropanoyl chloride | HCID 11267141 | — |
| Reactant | 3-Amino-4-benzoylpyridine | HCID 11820052 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(4-benzoyl-pyridin-3-yl)-2-(3,5-bis-trifluoromethyl-phenyl)-isobutyramide | HCID 18185386 | 24.5% |
Reaction Steps
A solution of 397 mg (2 mmol) 3-amino-4-benzoylpyridine and 517 mg (4 mmol) N-ethyldiisopropylamine in 8 ml dichloromethane was cooled in an ice bath and a solution of 765 mg (2.4 mmol) 2-(3,5-bis-trifluoromethyl-phenyl)-2-methyl-propionyl chloride in 8 ml dichloromethane was added dropwise. The reaction mixture was warmed to room temperature and was stirred overnight. Water (5 ml) was added and the organic layer was separated. The aqueous phase was extracted with dichloromethane. The combined organic layers were dried (magnesium sulfate) and evaporated. The residue was purified by flash chromatography to give 235 mg (24%) of the title compound as orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06596773B2 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-b5e488eb699c4922baa50e83cc74e537 |
| Source note | uspto-grants-2003_07 |