4-（N，N-二甲基氨基）-2-氯嘧啶 → N4,N4-dimethyl-N2-[1-(2-phenylethyl)-4-piperidinyl]-2,4-pyrimidinediamine

HRID 1274997

反应方程式

HRID 1274997 反应方程式
[C:1]1([CH2:7][CH2:8][N:9]2[CH2:14][CH2:13][CH:12]([NH2:15])[CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:17]1[N:22]=[C:21]([N:23]([CH3:25])[CH3:24])[CH:20]=[CH:19][N:18]=1>O>[CH3:24][N:23]([CH3:25])[C:21]1[CH:20]=[CH:19][N:18]=[C:17]([NH:15][CH:12]2[CH2:13][CH2:14][N:9]([CH2:8][CH2:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH2:10][CH2:11]2)[N:22]=1

参与物

4

反应物 2

HCID 959754-（N，N-二甲基氨基）-2-氯嘧啶HCID 10728788N-苯乙基-4-氨基哌啶

产物 1

HCID 53921131N4,N4-dimethyl-N2-[1-(2-phenylethyl)-4-piperidinyl]-2,4-pyrimidinediamine收率 28.4%

试剂、催化剂与溶剂 1

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂

反应条件

温度
120 °C

实验过程

A mixture of 1-(2-phenylethyl)-4-piperidinamine (8.17 g) and 2-chloro-N,N-dimethyl-4-pyrimidinamine (6.3 g) was stirred for 20 hours at 120° C. The reaction mixture was diluted with water and extracted with CH2Cl2. The organic layer was washed with water, dried, filtered and the solvent evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2 /CH3OH(NH3) 96/4). The pure fractions were collected and the solvent evaporated. The residue was crystallized from CH3CN. The precipitate was filtered off and dried, yielding 3.69 g (28.4%) of N4,N4 -dimethyl-N2 -[1-(2-phenylethyl)-4-piperidinyl]-2,4-pyrimidinediamine (comp. 11).

后处理

  1. extractionextracted with CH2Cl2
  2. washThe organic layer was washed with water
  3. customdried
  4. filtrationfiltered
  5. customthe solvent evaporated
  6. customThe residue was purified by column chromatography over silica gel (eluent: CH2Cl2 /CH3OH(NH3) 96/4)
  7. customThe pure fractions were collected
  8. customthe solvent evaporated
  9. customThe residue was crystallized from CH3CN
  10. filtrationThe precipitate was filtered off
  11. customdried

来源与证据

ORD记录
ord-af6cd92b99fd43cf8bb49c0d311e7a2d
来源数据集
uspto-grants-2000_12
专利号
US06159982

关联笔记

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