HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform → N-(2-chloro-6-trifluoromethylpyridin-3-yl)-2,2-dimethylpropionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | 2-Chloro-6-(trifluoromethyl)pyridin-3-amine | HCID 2737646 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(2-chloro-6-trifluoromethylpyridin-3-yl)-2,2-dimethylpropionamide | HCID 86708229 | 117.4% |
Reaction Steps
To a mixture of 3-amino-2-chloro-6-trifluoromethylpyridine (3.93 g) and chloroform (30 ml), pivaloyl chloride (2.65 g) and triethylamine (4.04 g) were added under ice-cooling, and stirred at room temperature for 2 hours, then at 60° C. for 2 hours. Into the reaction mixture cooled to room temperature, water was poured, and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 6.59 g of N-(2-chloro-6-trifluoromethylpyridin-3-yl)-2,2-dimethylpropionamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853238B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-5795763d78f64492be845ee492c76b50 |
| Source note | uspto-grants-2014_10 |