反应详情

N-Chlorosuccinimide was (13.0 g, 99.0 mmol) added to a suspension of 4-(4-bromo-2-chlorophenylamino)-6-chloronicotinic acid (24) (32.54 g, 89.9 mmol) in DMF (500 mL). The suspension was allowed to stir at room temperature overnight. The reaction mixture was diluted with saturated sodium bisulfite (200 mL) and water (1L) resulting in formation of a thick white precipitate which was isolated by filtration and washed with water. The solids were dissolved into THF. Two volumes of diethyl ether were added and the organic solution washed with brine, dried over NaSO4, filtered, and concentrated in vacuo to provide an orange solid. The solid was triturated with diethyl ether to provide the desired product as an off-white solid (25) (13.34 g, 37%). MS (APCI−) m/z 393, 395, 397 (M-; Cl, Br pattern) detected.

1. customresulting in formation of a thick white precipitate which
2. customwas isolated by filtration
3. washwashed with water
4. dissolutionThe solids were dissolved into THF
5. additionTwo volumes of diethyl ether were added
6. washthe organic solution washed with brine
7. dry with materialdried over NaSO4
8. filtrationfiltered
9. concentrationconcentrated in vacuo
10. customto provide an orange solid
11. customThe solid was triturated with diethyl ether