Reacción #2045091

Ecuación de reacción

3-chloro-5-(6-chloro-pyridin-3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)-pyridazine

sodium methoxide

methanol

→

4-(6-chloro-pyridin-3-yl)-6-methoxy-3-methyl-5-(2,4,6-trifluoro-phenyl)-pyridazine

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturais heated for 6 h to 60° C
2. 2
   TemperaturaSubsequently the reaction mixture is cooled
3. 3
   Extracciónextracted with ethyl acetate
4. 4
   LavadoThe combined organic layer is washed with water and brine
5. 5
   Secadodried over sodium sulfate
6. 6
   Otroevaporated under reduced pressure
7. 7
   OtroThe remainder is purified by chromatography on silica gel
8. 8
   workup.ADDITIONa mixture of heptane/ethyl acetate 3:1 as eluent

Procedimiento

A mixture of 3-chloro-5-(6-chloro-pyridin-3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)-pyridazine (Compound No. I.a.11, 700 mg), sodium methoxide (30% solution in methanol, 750 mg) and 10 ml of methanol is heated for 6 h to 60° C. Subsequently the reaction mixture is cooled, diluted with water and extracted with ethyl acetate. The combined organic layer is washed with water and brine, dried over sodium sulfate and evaporated under reduced pressure. The remainder is purified by chromatography on silica gel, using a mixture of heptane/ethyl acetate 3:1 as eluent to obtain 4-(6-chloro-pyridin-3-yl)-6-methoxy-3-methyl-5-(2,4,6-trifluoro-phenyl)-pyridazine (Compound I.a.12), m.p. 123-124° C.

Fuente