HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → 3-Chloro-2-(nitromethyl)-5-(trifluoromethyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 2,3-Dichloro-5-(trifluoromethyl)pyridine | HCID 112234 | — |
| Reactant | (3-Chloro-5-(trifluoromethyl)pyridin-2-yl)methanamine | HCID 11085087 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Nitromethane | HCID 6375 | — |
| Product | 3-Chloro-2-(nitromethyl)-5-(trifluoromethyl)pyridine | HCID 57371208 | — |
Reaction Steps
The process according to the present invention is particularly suitable for the preparation of 2-aminomethyl-3-chloro-5-trifluoromethylpyridine, by reaction of in the first step 2,3-dichloro-5-trifluoromethylpyridine with nitromethane in the presence of potassium tert-butanolate, sodium tert-butanolate, or potassium hydroxide in DMSO as diluent to give 3-chloro-2-nitromethyl-5-trifluoromethylpyridine, which in the second step is hydrogenated in hydrochloric acid using palladium on carbon as catalyst to yield 3-chloro-2-aminomethyl-5-trifluoromethylpyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07608720B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-9e832f525b9a473ba77ccac1ad296f1e |
| Source note | uspto-grants-2009_10 |