N-phenyl-2-(piperidin-1-yl)pyrimidine-4,6-diamine | 1191936-79-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-phenyl-2-(piperidin-1-yl)pyrimidine-4,6-diamine
• 英文别名: 4-N-phenyl-2-piperidin-1-ylpyrimidine-4,6-diamine
• CAS: 1191936-79-4
• 化学式: C₁₅H₁₉N₅
• 分子量: 269.349
• InChiKey: OAQRLHZIBRWJGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  间溴苯甲腈 、 N-phenyl-2-(piperidin-1-yl)pyrimidine-4,6-diamine 在 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以94%的产率得到3-{[6-(phenylamino)-2-(piperidin-1-yl)pyrimidin-4-yl]amino}benzonitrile
  参考文献：
  名称：

  A practical strategy for the synthesis of 2-dialkylamino-4-arylamino-6-aminopyrimidines

  摘要：

  Starting from commercially available 4-amino-2,6-dichloropyrimidine, a practical four steps synthesis of 2-dialkylamino-4-arylamino-6-aminopyrimidines was developed. This strategy could introduce a diverse set of secondary amines and arylamines to displace the 2- and 4-chloro groups. The products of this route are otherwise difficult to access. In addition, 6-amino arylation was carried out to demonstrate the reactivity and utility of 2-dialkylamino-4-arylamino-6-aminopyrimidines as building blocks for assembling interesting aminopyrimidine molecules. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.154
• 作为产物：
  描述：

  tert-butyl N-(6-anilino-2-piperidin-1-ylpyrimidin-4-yl)-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以100%的产率得到N-phenyl-2-(piperidin-1-yl)pyrimidine-4,6-diamine
  参考文献：
  名称：

  A practical strategy for the synthesis of 2-dialkylamino-4-arylamino-6-aminopyrimidines

  摘要：

  Starting from commercially available 4-amino-2,6-dichloropyrimidine, a practical four steps synthesis of 2-dialkylamino-4-arylamino-6-aminopyrimidines was developed. This strategy could introduce a diverse set of secondary amines and arylamines to displace the 2- and 4-chloro groups. The products of this route are otherwise difficult to access. In addition, 6-amino arylation was carried out to demonstrate the reactivity and utility of 2-dialkylamino-4-arylamino-6-aminopyrimidines as building blocks for assembling interesting aminopyrimidine molecules. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.154

文献信息

• A practical strategy for the synthesis of 2-dialkylamino-4-arylamino-6-aminopyrimidines
  作者：Chaomin Li、Andrew Rosenau

  DOI：10.1016/j.tetlet.2009.07.154

  日期：2009.10

  Starting from commercially available 4-amino-2,6-dichloropyrimidine, a practical four steps synthesis of 2-dialkylamino-4-arylamino-6-aminopyrimidines was developed. This strategy could introduce a diverse set of secondary amines and arylamines to displace the 2- and 4-chloro groups. The products of this route are otherwise difficult to access. In addition, 6-amino arylation was carried out to demonstrate the reactivity and utility of 2-dialkylamino-4-arylamino-6-aminopyrimidines as building blocks for assembling interesting aminopyrimidine molecules. (C) 2009 Elsevier Ltd. All rights reserved.