Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Isonicotinoyl chloride hydrochloride | HCID 12262826 | — |
| Reactant | HCID 89492756 | HCID 89492756 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89487982 | HCID 89487982 | — |
Reaction Steps
A solution of N-[2,6-dibromo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]-2-methoxy-3-(methylamino)benzamide (0.600 g, 1.03 mmole), 4-dimethylaminopyridine (0.006 g) and pyridine (0.334 ml, 0.327 g, 4 mmole) in THF (11.4 ml) was treated with isonicotinoyl chloride hydrochloride (0.386 g, 2 mmole). The resulting white suspension was heated under reflux for 0.5 hour. The reaction mixture was filtered and the filtrate evaporated under reduced pressure. The residue was taken up in aqueous saturated sodium bicarbonate solution. The product was extracted with ethyl acetate and the organic phase was washed with brine and dried over sodium sulfate. The crude product was purified by column chromatography over silica gel using ethyl acetate 50%-cyclohexane 50% to yield the title compound corresponding to compound No. G14 of table G.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09023873B2 |
|---|
| Source dataset | uspto-grants-2015_05 |
|---|
| ORD ID | ord-0249feaee85643998110e42784d6142a |
|---|
| Source note | uspto-grants-2015_05 |
|---|