반응 #90808

반응 방정식

2,5-dichloro-4-iodopyridine

2-amino-4-chlorobenzonitrile

potassium triphosphate

DPEPhos

→

4-chloro-2-[(2,5-dichloro-4-pyridinyl)amino]benzonitrile

수율 57.1%

용매

1,4-dioxane

반응 조건

후처리

1. 1
   온도reflux for 18 hr
2. 2
   여과The reaction mixture was filtered
3. 3
   기타The solution was evaporated
4. 4
   workup.ADDITIONEther (50 ml) was added
5. 5
   여과the formed solid was filtered

실험 절차

To a degassed solution of 2,5-dichloro-4-iodopyridine (4.5 g, 16.43 mmol), 2-amino-4-chlorobenzonitrile (2.507 g, 16.43 mmol) and potassium triphosphate (10.46 g, 49.3 mmol) in 1,4-dioxane (60 ml) stirred under nitrogen at the room temperature was added DPEPhos (0.708 g, 1.314 mmol) and palladium acetate (0.148 g, 0.657 mmol). The reaction mixture was stirred at the reflux for 18 hr. The reaction mixture was filtered. The solution was evaporated. Ether (50 ml) was added and the formed solid was filtered. 4-chloro-2-[(2,5-dichloro-4-pyridinyl)amino]benzonitrile (2.8 g, 9.38 mmol, 57.1% yield) was isolated as an orange solid. 1H NMR (400 MHz, DMSO-d6) ppm 6.70 (s, 1 H) 7.53 (dd, J=8.34, 2.02 Hz, 1 H) 7.65 (d, J=2.02 Hz, 1 H) 7.95 (d, J=8.34 Hz, 1 H) 8.28 (s, 1 H) 9.12 (br. s., 1 H); HPLC Rt=3.50 min, MS (ESI): 298.0, 300.0 [M+H]+.

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