반응 #44307

반응 방정식

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

수율 13.0%

용매

MeOH

DMF

반응 조건

후처리

1. 1
   기타The ice bath was removed
2. 2
   workup.WAITat 70° C. for three hours
3. 3
   온도The reaction was cooled down to ambient temperature
4. 4
   기타quenched by 3 ml Sat'd Na2SO3
5. 5
   기타A precipitate was formed
6. 6
   여과filtered
7. 7
   추출The mother liquor was extracted with ethyl acetate (2×200 ml) twice
8. 8
   세척the combined extracts were washed twice by Sat'd NaHCO3 (2×100 ml)
9. 9
   건조dried over Na2SO4
10. 10
    농축concentrated
11. 11
    기타to get the crude product which
12. 12
    기타a precipitate was formed
13. 13
    여과The solid was filtered

실험 절차

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%).

출처