Reacción #696718

Ecuación de reacción

4-iodo-3-methylthiobenzotrifluoride

3-cyclopropyl-5-hydroxy-1-methylpyrazole

triethylamine

potassium carbonate

→

3-cyclopropyl-1-methyl-4-(2-methylthio-4-trifluoromethylbenzoyl)-5-hydroxypyrazole

Rendimiento 89.3%

Disolventes

dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrosealed
2. 2
   Otrothe interior of the autoclave was flushed with carbon monoxide (pressure: 65 kg/cm2)
3. 3
   Otrofollowed by a reaction at 140° C. for 8 hours
4. 4
   OtroAfter completion of the reaction
5. 5
   workup.DISTILLATIONthe solvent was distilled off
6. 6
   workup.DISSOLUTIONthe residue was dissolved in water
7. 7
   Filtracióninsoluble matters were filtered off
8. 8
   LavadoThe filtrate was washed with dichloromethane
9. 9
   Extracciónextracted with dichloromethane
10. 10
    ExtracciónThe obtained extract solution
11. 11
    Secadowas dried over anhydrous sodium sulfate
12. 12
    workup.DISTILLATIONthe solvent was distilled off

Procedimiento

Into a 200 ml autoclave, 1.59 g of 4-iodo-3-methylthiobenzotrifluoride prepared in accordance with the following Preparation Example 10, 1.38 g of 3-cyclopropyl-5-hydroxy-1-methylpyrazole (after-mentioned Intermediate No. 1a-1), 0.5 g of triethylamine, 3.1 g of potassium carbonate, 0.22 g of palladium (II) bis-triphenylphosphine) dichloride and 40 ml of dioxane were put and sealed, and the interior of the autoclave was flushed with carbon monoxide (pressure: 65 kg/cm2), followed by a reaction at 140° C. for 8 hours. After completion of the reaction, the solvent was distilled off, and the residue was dissolved in water, and then insoluble matters were filtered off. The filtrate was washed with dichloromethane. The washed product was acidified (pH=1) with concentrated hydrochloric acid and extracted with dichloromethane. The obtained extract solution was dried over anhydrous sodium sulfate, and the solvent was distilled off to obtain 1.59 g of 3-cyclopropyl-1-methyl-4-(2-methylthio-4-trifluoromethylbenzoyl)-5-hydroxypyrazole (after-mentioned Compound No. a-82) as a reddish brown solid.

Fuente