{4-[4-(4-amino-6,7-dimethoxy-4a,5-dihydro-quinazolin-2-yl)piperazine-1-carbonyl]-phenyl}-carbamic acid tert-butyl ester | 90990-94-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: {4-[4-(4-amino-6,7-dimethoxy-4a,5-dihydro-quinazolin-2-yl)piperazine-1-carbonyl]-phenyl}-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[4-[4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazine-1-carbonyl]phenyl]carbamate
• CAS: 90990-94-6
• 化学式: C₂₆H₃₂N₆O₅
• 分子量: 508.577
• InChiKey: INCQEEFUNKGOIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  {4-[4-(4-amino-6,7-dimethoxy-4a,5-dihydro-quinazolin-2-yl)piperazine-1-carbonyl]-phenyl}-carbamic acid tert-butyl ester 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以77%的产率得到(4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl)(4-aminophenyl)methanone
  参考文献：
  名称：

  A Modified Synthesis of Iodoazidoaryl Prazosin

  摘要：

  The antihypertension agent iodoazidoaryl prazosin (IAAP) has been made using a convergent route involving addition of an acylated piperazine 7 to 2-chloroquinazoline 5. IAAP has been shown to function as a multidrug resistance (MDR) reversal agent and bind to P-glycoprotein, a transmembrane transport protein. A study is also reported involving palladium-catalyzed substitution with amine heterocycles. With N,N-bis(2,6-diisopropyl)dihydroimidazolium chloride (10) as the ligand (2 mol %) for palladium(II) acetate (2 mol %) in THF at room temperature, morpholine added to 5 in 81% yield.

  DOI：

  10.1021/jo026217o
• 作为产物：
  描述：

  2,4-二氯-6,7-二甲氧基喹唑啉 在 氨 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 反应 68.0h， 生成 {4-[4-(4-amino-6,7-dimethoxy-4a,5-dihydro-quinazolin-2-yl)piperazine-1-carbonyl]-phenyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  A Modified Synthesis of Iodoazidoaryl Prazosin

  摘要：

  The antihypertension agent iodoazidoaryl prazosin (IAAP) has been made using a convergent route involving addition of an acylated piperazine 7 to 2-chloroquinazoline 5. IAAP has been shown to function as a multidrug resistance (MDR) reversal agent and bind to P-glycoprotein, a transmembrane transport protein. A study is also reported involving palladium-catalyzed substitution with amine heterocycles. With N,N-bis(2,6-diisopropyl)dihydroimidazolium chloride (10) as the ligand (2 mol %) for palladium(II) acetate (2 mol %) in THF at room temperature, morpholine added to 5 in 81% yield.

  DOI：

  10.1021/jo026217o