Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Hydroxy-2-(trifluoromethyl)thiophene | HCID 11084273 | — |
| Reactant | 2-Bromo-6-fluoro-4-methylpyridine | HCID 29919366 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 23295692 | HCID 23295692 | 65% |
Reaction Steps
A solution of 2-bromo-6-fluoro-4-methyipyridine (1.00 g, 5.26 mmol) and 4-hydroxy-2-(trifluoromethyl)-thiophene (0.88 g, 5.26 mmol) in dimethylformamide is treated with K2CO3 (1.09 g, 7.89 mmol), heated at 80° C. for 23 hours, cooled to room temperature, poured onto water, acidified to pH 5-6 with 6N HCl and extracted with ether. The ether extracts are combined, washed sequentially with water and brine, dried over MgSQ4 and concentrated in vacuo to give a residue. The residue is chromatographed (silica gel, ethyl acetate/hexanes, 3/97) to afford the title produce as a yellow oil, 1.16 g (65% yield), identified by 1HNMR and 19FNMR analyses.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06121202 |
|---|
| Source dataset | uspto-grants-2000_09 |
|---|
| ORD ID | ord-68c94b13b7ba4a94acd92a7c5a0e42c7 |
|---|
| Source note | uspto-grants-2000_09 |
|---|