Реакция #40842

Уравнение реакции

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

Растворители

THF

THF

Условия реакции

Обработка

1. 1
   ДругоеThe reaction was then quenched with water
2. 2
   ЭкстракцияThe product was extracted with ethyl acetate
3. 3
   ПромывкаThe organic layer was washed with water, and brine
4. 4
   Сушкаdried over Na2SO4
5. 5
   КонцентрированиеThe filtered solvent was concentrated in vacuo
6. 6
   Другоеthe residue was purified by silica gel chromatography (20% ethyl acetate in hexane)

Методика

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.

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