HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Dibromopyridine → 2-{3-[3,5-Bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}-6-bromopyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Dibromopyridine | HCID 12274 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-[3,5-Bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidine | HCID 53262186 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-{3-[3,5-Bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}-6-bromopyridine | HCID 87158573 | 92.3% |
Reaction Steps
A mixture of 3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidine (3.0 g), 2,6-dibromopyridine (2.22 g), N,N-diisopropylethylamine (2.2 g) and dimethylacetamide (15 ml) was reacted at 160° C. in a sealed tube for 1 hour. Upon the completion of the reaction, the mixture was added with ethyl acetate, washed with water and then saturated brine, dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography to obtain 2-{3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}-6-bromopyridine (4.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09375000B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-2b8d32244fdf469d902e787cde430c9e |
| Source note | uspto-grants-2016_06 |