반응 #69647

반응 방정식

4-[[5-bromo-4-(4-cyano-2,6-dimethylphenoxy)-6-chloro-2-pyrimidinyl]amino]benzonitrile

NH3 1,4-dioxane

→

4-[[4-amino-5-bromo-6-(4-cyano-2,6-dimethylphenyloxy)-2-pyrimidinyl]amino]benzonitrile

수율 40.5%

용매

Water

반응 조건

후처리

1. 1
   기타formed
2. 2
   여과filtered
3. 3
   기타The solid was recrystallized from CH3CN
4. 4
   기타to obtain 0.58 g (fraction 1)
5. 5
   기타The filtrate was evaporated (fraction 2)
6. 6
   기타purified by column chromatography
7. 7
   세척eluting with CH2Cl2
8. 8
   기타The resulting residue of the desired fraction was recrystallized from CH3CN

실험 절차

4-[[5-bromo-4-(4-cyano-2,6-dimethylphenoxy)-6-chloro-2-pyrimidinyl]amino]benzonitrile (0.00250 mol) and NH3/1,4-dioxane 0.5M (0.015 mol) were heated in a pressure vessel at 150° C. for 4 days. The sample was allowed to sit at ambient conditions for 2 days. Water was added slowly to the mixture until a precipitate formed. The mixture was stirred for 2 hours and filtered. The solid was recrystallized from CH3CN to obtain 0.58 g (fraction 1). The filtrate was evaporated (fraction 2). Both fractions were combined and purified by column chromatography, eluting with CH2Cl2. The resulting residue of the desired fraction was recrystallized from CH3CN to yield 0.44 g of 4-[[4-amino-5-bromo-6-(4-cyano-2,6-dimethylphenyloxy)-2-pyrimidinyl]amino]benzonitrile (40.5%). The sample was dried at 80° C. for 16 hours at 0.2 mm Hg (comp. 46).

출처