反応 #90815

反応方程式

2,5-dichloro-4-iodopyridine

2-amino-5-fluorobenzonitrile

potassium triphosphate

→

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

収率 86.0%

溶媒

1,4-dioxane

反応条件

後処理

1. 1
   温度reflux for 18 hr
2. 2
   ろ過The reaction mixture was filtered
3. 3
   その他The solvent was evaporated
4. 4
   workup.ADDITIONEther (50 ml) was added
5. 5
   ろ過the solid was filtered

実験手順

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]+.

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