反应详情

In a 50 ml three necked round bottom flask, 5-(7-pivaloyl-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-2-ylamino)picolinaldehyde (0.17 g, 0.00037 mole) and 2-cyano-N,N-dimethylacetamide (0.084 g, 0.00075 mole) was taken in ethanol (5 ml). Piperidine acetate (3.3 M solution in water) (0.2 ml) was added dropwise at RT. After completion of the addition, reaction mixture was refluxed for 4 hrs and after completion of the reaction, the ethanol was distilled out and water was added to residue. Aqueous layer was extracted with ethyl acetate, organic layers were combined, dried over Na2SO4, filtered and concentrated to afford crude product. The crude compound was triturated with n-pentane, the pentane layer was decanted and solid was dried under vacuum to yield 0.152 g of 2-cyano-N,N-dimethyl-3-(5-(7-pivaloyl-5-((2-(trimethylsilyl)ethoxy)-methyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl-amino)pyridin-2-yl)acrylamide which was converted to the title compound as described in Example 8 above.

1. additionAfter completion of the addition, reaction mixture
2. temperaturewas refluxed for 4 hrs
3. customafter completion of the reaction
4. distillationthe ethanol was distilled out and water
5. additionwas added to residue
6. extractionAqueous layer was extracted with ethyl acetate, organic layers
7. dry with materialdried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated
10. customto afford crude product
11. customThe crude compound was triturated with n-pentane
12. customthe pentane layer was decanted
13. customsolid was dried under vacuum