Реакция #90815

Уравнение реакции

2,5-dichloro-4-iodopyridine

2-amino-5-fluorobenzonitrile

potassium triphosphate

→

2-[(2,5-Dichloro-4-pyridinyl)amino]-5-fluorobenzonitrile

Выход 86.0%

Растворители

1,4-dioxane

Условия реакции

Обработка

1. 1
   Температураreflux for 18 hr
2. 2
   ФильтрацияThe reaction mixture was filtered
3. 3
   ДругоеThe solvent was evaporated
4. 4
   workup.ADDITIONEther (50 ml) was added
5. 5
   Фильтрацияthe solid was filtered

Методика

To a degassed solution of 2,5-dichloro-4-iodopyridine (8 g, 29.2 mmol), 2-amino-5-fluorobenzonitrile (3.98 g, 29.2 mmol) and potassium triphosphate (18.60 g, 88 mmol) in 1,4-dioxane (100 ml) stirred under nitrogen at the room temperature was added DPEPhos (1.258 g, 2.337 mmol) and palladium acetate (0.262 g, 1.168 mmol). The reaction mixture was stirred at the reflux for 18 hr. The reaction mixture was filtered. The solvent was evaporated. Ether (50 ml) was added and the solid was filtered. 2-[(2,5-Dichloro-4-pyridinyl)amino]-5-fluorobenzonitrile (7.09 g, 25.1 mmol, 86% yield) was isolated as an orange solid. 1H NMR (400 MHz, METHANOL-d4) ppm 6.44 (s, 1 H) 7.46-7.58 (m, 2 H) 7.66 (dd, J=8.08, 2.78 Hz, 1 H) 8.08 (s, 1 H); HPLC Rt=3.23 min, MS (ESI): 382.0, 384.19 [M+H]+.

Источник