반응 #69648

반응 방정식

HCl diethylether

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

tetrahydrofuran

1-pyrrolidineethanamine

→

4-[[5-bromo-4-(4-cyano-2,6-dimethylphenoxy)-6-[(1-pyrrolidinyl)ethylamino]-2-pyrimidinyl]amino]benzonitrile hydrochloride

수율 50.6%

용매

CH2Cl2

CH3CN

반응 조건

후처리

1. 1
   세척the mixture was washed with water
2. 2
   기타dried
3. 3
   여과filtered
4. 4
   기타the filtrate was evaporated
5. 5
   기타Purification
6. 6
   세척eluting with 1:9 methanol
7. 7
   기타methylene chloride produced a solid which
8. 8
   온도the mixture was cooled in ice
9. 9
   여과Filtration

실험 절차

4-[[5-bromo-4-(4-cyano-2,6-dimethylphenoxy)-6-chloro-2-pyrimidinyl]amino]benzonitrile (0.000660 mol), tetrahydrofuran (1 ml), and 1-pyrrolidineethanamine (0.00198 mol) were added to a pressure vessel. The mixture was heated at 75° C. for 16 hours. CH2Cl2 was added, and the mixture was washed with water, dried, filtered and the filtrate was evaporated. Purification using flash column chromatography eluting with 1:9 methanol:methylene chloride produced a solid which was redissolved in CH3CN. HCl/diethylether 1.0M (0.48 ml) was added, and the mixture was cooled in ice. Filtration yielded 0.19 g of 4-[[5-bromo-4-(4-cyano-2,6-dimethylphenoxy)-6-[(1-pyrrolidinyl)ethylamino]-2-pyrimidinyl]amino]benzonitrile hydrochloride (1:1) (50.6%); mp. 208-210° C. (comp. 47).

출처