Reacción #40842

Ecuación de reacción

Compound 87

3-(Methylsulfonyl)-5,6-diphenyl-1,2,4-triazine

ethyl acetoacetate

NaH

3-(methylsulfonyl)-5,6-diphenyl-1,2,4-triazine

3-(Methylsulfonyl)-5,6-diphenyl-1,2,4-triazine

→

title compound

Ethyl 2-(5,6-Diphenyl-1,2,4-triazin-3-yl)acetate

Disolventes

THF

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction was then quenched with water
2. 2
   ExtracciónThe product was extracted with ethyl acetate
3. 3
   LavadoThe organic layer was washed with water, and brine
4. 4
   Secadodried over Na2SO4
5. 5
   ConcentraciónThe filtered solvent was concentrated in vacuo
6. 6
   Otrothe residue was purified by silica gel chromatography (20% ethyl acetate in hexane)

Procedimiento

To a suspension of NaH (41 mg, 1.61 mmol) in THF (2 ml) at 0° C. was added ethyl acetoacetate (105 mg. 0.80 mmol) dropwise. After the mixture was stirred for 15 min, a solution of 3-(methylsulfonyl)-5,6-diphenyl-1,2,4-triazine (Compound 87) (250 mg, 0.80 mmol) in THF (3 ml) was cannulated into the solution, and the resulting solution was heated to 60° C. for 2 hours. The reaction was then quenched with water. The product was extracted with ethyl acetate. The organic layer was washed with water, and brine, and dried over Na2SO4. The filtered solvent was concentrated in vacuo, and the residue was purified by silica gel chromatography (20% ethyl acetate in hexane) to give title compound as a solid.

Fuente