Reacción #4427

Ecuación de reacción

3,4-dihydro-6-(3,4-dimethoxyphenyl)-3-methyl-2-(1-piperazinyl)-4-(2,4,6-trimethylphenylimino)pyrimidine

triethylamine

4-fluorobenzoyl chloride

→

3,4-dihydro-6-(3,4-dimethoxyphenyl)-2-[4-(4-fluorobenzoyl)piperazin-1-yl]-3-methyl-4-(2,4,6-trimethylphenylimino)pyrimidine

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe reaction was quenched
2. 2
   workup.ADDITIONby adding methanol (5 ml)
3. 3
   OtroAfter evaporation of the solvent
4. 4
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
5. 5
   LavadoThe solution was washed with water
6. 6
   Secadodried over magnesium sulfate
7. 7
   Otroevaporated in vacuo
8. 8
   OtroThe residue was chromatographed on silica gel using
9. 9
   workup.ADDITIONa mixture of chloroform and methanol (95:5)

Procedimiento

To a suspension of 3,4-dihydro-6-(3,4-dimethoxyphenyl)-3-methyl-2-(1-piperazinyl)-4-(2,4,6-trimethylphenylimino)pyrimidine (0.31 g) in tetrahydrofuran (10 ml) were added triethylamine (0.11 ml) and 4-fluorobenzoyl chloride (0.69 ml). The mixture was stirred at ambient temperature for an hour and the reaction was quenched by adding methanol (5 ml). After evaporation of the solvent, the residue was dissolved in ethyl acetate. The solution was washed with water, dried over magnesium sulfate and evaporated in vacuo. The residue was chromatographed on silica gel using a mixture of chloroform and methanol (95:5) to give 3,4-dihydro-6-(3,4-dimethoxyphenyl)-2-[4-(4-fluorobenzoyl)piperazin-1-yl]-3-methyl-4-(2,4,6-trimethylphenylimino)pyrimidine (0.34 g).

Fuente