Реакция #79041

Уравнение реакции

6-chloro-2-cyano-3-nitropyridine

KF

water

→

2-cyano-6-fluoro-3-nitropyridine

Растворители

MeCN

Условия реакции

Обработка

1. 1
   Температураis heated
2. 2
   Температураunder reflux
3. 3
   Экстракцияextracted with EtOAc
4. 4
   ПромывкаThe extract is washed with water
5. 5
   Другоеthe residue is chromatographed on silica gel
6. 6
   Промывкаeluting with EtOAc/petroleum ether (3:7)
7. 7
   Другоеto give
8. 8
   Другоеafter removal of the solvent under reduced pressure 2-cyano-6-fluoro-3-nitropyridine (7.2 g, 79%)

Методика

A mixture of 6-chloro-2-cyano-3-nitropyridine [Colbry, N. L.; Elslager, E. F. ; Werbel, L. M.; J. Het. Chem., 1984, 21, 1521-1525] (10.0 g, 0.054 mol) and KF (9.48 g, 0.163 mol) in MeCN (200 mL) is heated under reflux with stirring for 18 h, then poured into water and extracted with EtOAc. The extract is washed with water and worked up, and the residue is chromatographed on silica gel, eluting with EtOAc/petroleum ether (3:7), to give after removal of the solvent under reduced pressure 2-cyano-6-fluoro-3-nitropyridine (7.2 g, 79%). 1H NMR (CDCl3) δ 8.79 (1H, dd, J=9.0, 6.0 Hz), 7.48 (1H, dd, J=9.0, 3.0 Hz).

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