反应 #44307

反应方程式

5-bromo-N*3*-quinazolin-6-ylmethyl-pyrazine-2,3-diamine

isoamyl nitrite

→

6-(6-Bromo-[1,2,3]triazolo[4,5-b]pyrazin-1-ylmethyl)-quinazoline

收率 13.0%

溶剂

MeOH

DMF

反应条件

后处理

1. 1
   其他The ice bath was removed
2. 2
   workup.WAITat 70° C. for three hours
3. 3
   温度The reaction was cooled down to ambient temperature
4. 4
   其他quenched by 3 ml Sat'd Na2SO3
5. 5
   其他A precipitate was formed
6. 6
   过滤filtered
7. 7
   萃取The mother liquor was extracted with ethyl acetate (2×200 ml) twice
8. 8
   洗涤the combined extracts were washed twice by Sat'd NaHCO3 (2×100 ml)
9. 9
   干燥dried over Na2SO4
10. 10
    浓缩concentrated
11. 11
    其他to get the crude product which
12. 12
    其他a precipitate was formed
13. 13
    过滤The solid was filtered

实验过程

To the solution of 5-bromo-N*3*-quinazolin-6-ylmethyl-pyrazine-2,3-diamine (1.02 g) in anhydrous DMF (12 mL) was added isoamyl nitrite (0.5 mL, 1.2 eq) at 0° C. dropwise. The ice bath was removed and the mixture was stirred for 5 minutes at room temperature, then at 70° C. for three hours. The reaction was cooled down to ambient temperature and quenched by 3 ml Sat'd Na2SO3. A precipitate was formed, and filtered. The mother liquor was extracted with ethyl acetate (2×200 ml) twice, and the combined extracts were washed twice by Sat'd NaHCO3 (2×100 ml), dried over Na2SO4, and concentrated to get the crude product which was dissolved in MeOH (10 ml), and a precipitate was formed. The solid was filtered to get 6-(6-Bromo-[1,2,3]triazolo[4,5-b]pyrazin-1-ylmethyl)-quinazoline (0.112 g, yield 13%).

来源