反応 #69648

反応方程式

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

収率 50.6%

溶媒

CH2Cl2

CH3CN

反応条件

後処理

1. 1
   洗浄the mixture was washed with water
2. 2
   その他dried
3. 3
   ろ過filtered
4. 4
   その他the filtrate was evaporated
5. 5
   その他Purification
6. 6
   洗浄eluting with 1:9 methanol
7. 7
   その他methylene chloride produced a solid which
8. 8
   温度the mixture was cooled in ice
9. 9
   ろ過Filtration

実験手順

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).

出典