4-N,6-N-bis(4-chlorophenyl)pyrimidine-4,5,6-triamine | 889605-60-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-N,6-N-bis(4-chlorophenyl)pyrimidine-4,5,6-triamine
• CAS: 889605-60-1
• 化学式: C₁₆H₁₃Cl₂N₅
• 分子量: 346.219
• InChiKey: CTPIYWKXKGPKKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.9
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-N,6-N-bis(4-chlorophenyl)pyrimidine-4,5,6-triamine 、 邻氯苯甲酰氯 生成
  参考文献：
  名称：

  Development of a Practical and Efficient Synthesis of CP-945,598-01, a CB₁ Antagonist for the Treatment of Obesity

  摘要：

  Development of an efficient bond-forming sequence and optimization of reaction conditions are described for the synthesis of CP-945,598-01 (1 center dot HCl), a CB1 antagonist in clinical studies for the treatment of obesity. Reordering of the bond-forming sequence provided a more efficient synthesis and avoided the use of phosphorous oxychloride. A telescoped reaction sequence (4 -> 9) was developed to avoid a problematic isolation. Product isolation. were developed so as to provide efficient throughput by minimizing solvent volumes and avoiding slow filtrations.

  DOI：

  10.1021/op800255j
• 作为产物：
  描述：

  4,6-二氯-5-氨基嘧啶 、 4-氯苯胺盐酸盐 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 以88%的产率得到6-chloro-N4-(4-chlorophenyl)-4,5-pyrimidinediamine hydrochloride
  参考文献：
  名称：

  Development of a Practical and Efficient Synthesis of CP-945,598-01, a CB₁ Antagonist for the Treatment of Obesity

  摘要：

  Development of an efficient bond-forming sequence and optimization of reaction conditions are described for the synthesis of CP-945,598-01 (1 center dot HCl), a CB1 antagonist in clinical studies for the treatment of obesity. Reordering of the bond-forming sequence provided a more efficient synthesis and avoided the use of phosphorous oxychloride. A telescoped reaction sequence (4 -> 9) was developed to avoid a problematic isolation. Product isolation. were developed so as to provide efficient throughput by minimizing solvent volumes and avoiding slow filtrations.

  DOI：

  10.1021/op800255j

文献信息

• Development of a Practical and Efficient Synthesis of CP-945,598-01, a CB₁ Antagonist for the Treatment of Obesity
  作者：John A. Ragan、Dennis E. Bourassa、Jon Blunt、Darragh Breen、Frank R. Busch、Eric M. Cordi、David B. Damon、Nga Do、Alanya Engtrakul、Denis Lynch、Ruth E. McDermott、Joseph A. Mongillo、Maria M. O’Sullivan、Peter R. Rose、Brian C. Vanderplas

  DOI：10.1021/op800255j

  日期：2009.3.20

  Development of an efficient bond-forming sequence and optimization of reaction conditions are described for the synthesis of CP-945,598-01 (1 center dot HCl), a CB1 antagonist in clinical studies for the treatment of obesity. Reordering of the bond-forming sequence provided a more efficient synthesis and avoided the use of phosphorous oxychloride. A telescoped reaction sequence (4 -> 9) was developed to avoid a problematic isolation. Product isolation. were developed so as to provide efficient throughput by minimizing solvent volumes and avoiding slow filtrations.