6-[1-aza-2-(dimethylamino)prop-1-enyl]-5-iodo-1,3-dimethyluracil

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-[1-aza-2-(dimethylamino)prop-1-enyl]-5-iodo-1,3-dimethyluracil
• 英文别名: (1E)-N'-(5-Iodo-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)-N,N-dimethylethanimidamide；N'-(5-iodo-1,3-dimethyl-2,6-dioxopyrimidin-4-yl)-N,N-dimethylethanimidamide
• 化学式: C₁₀H₁₅IN₄O₂
• 分子量: 350.159
• InChiKey: HAYVCCYELZNLFV-WUXMJOGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  56.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙烯基正丁醚 、 6-[1-aza-2-(dimethylamino)prop-1-enyl]-5-iodo-1,3-dimethyluracil 在 palladium diacetate 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以80%的产率得到6-(4-methoxycarbonyl)phenyl-1,3,8-trimethylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Palladium-Catalyzed Coupling Reaction of Iodouracil Having Acetamidine Moiety with Olefins

  摘要：

  The reaction of 6-[1-Aza-2-(dimethylamino)prop-1-enyl]-5-iodo-1,3-dimethyluracil (3) with various olefins in the presence of a catalytic amount of Pd(OAc)(2) and 1.5 equiv. of K2CO3 in DMF at 120 degrees C gave the pyrido[2,3-d]pyrimidine derivatives (5a-b and 7a-d) in moderate to high yield.

  DOI：

  10.1080/00397910008087296
• 作为产物：
  描述：

  1,3-二甲基-6-氨基脲嘧啶 在 N-碘代丁二酰亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 6-[1-aza-2-(dimethylamino)prop-1-enyl]-5-iodo-1,3-dimethyluracil
  参考文献：
  名称：

  Palladium-Catalyzed Coupling Reaction of Iodouracil Having Acetamidine Moiety with Olefins

  摘要：

  The reaction of 6-[1-Aza-2-(dimethylamino)prop-1-enyl]-5-iodo-1,3-dimethyluracil (3) with various olefins in the presence of a catalytic amount of Pd(OAc)(2) and 1.5 equiv. of K2CO3 in DMF at 120 degrees C gave the pyrido[2,3-d]pyrimidine derivatives (5a-b and 7a-d) in moderate to high yield.

  DOI：

  10.1080/00397910008087296

文献信息

• Synthesis of pyrido[2,3-d]pyrimidines via palladium-catalyzed reaction of iodouracil with acetylenes
  作者：Jong Woo Bae、Seung Hwan Lee、Young Jin Cho、Yeon Joo Jung、Han-June Hwang、Cheol Min Yoon

  DOI：10.1016/s0040-4039(00)00964-3

  日期：2000.7

  of iodouracils having a formamidine or acetamidine moiety 1 with various acetylenes 2 in DMF at 120°C using potassium carbonate and a catalytic amount of palladium acetate gave a mixture of pyrido[2,3-d]pyrimidine derivatives in good to high yields. Addition of lithium chloride to the reaction solution resulted in a change of reaction selectivity.

  具有甲am或乙am基部分1的碘嘧啶与各种乙炔2在DMF中在120°C下使用碳酸钾和催化量的乙酸钯的反应以良好或高收率得到了吡啶并[2,3- d ]嘧啶衍生物。向反应溶液中加入氯化锂导致反应选择性的改变。
• Palladium-Catalyzed Coupling Reaction of Iodouracil Having Acetamidine Moiety with Olefins
  作者：Young Hae Roh、Jong Woo Bae、Gil Soo Nam、Joong Hyup Kim、Sung Hoon Kim、Cheol Min Yoon

  DOI：10.1080/00397910008087296

  日期：2000.1

  The reaction of 6-[1-Aza-2-(dimethylamino)prop-1-enyl]-5-iodo-1,3-dimethyluracil (3) with various olefins in the presence of a catalytic amount of Pd(OAc)(2) and 1.5 equiv. of K2CO3 in DMF at 120 degrees C gave the pyrido[2,3-d]pyrimidine derivatives (5a-b and 7a-d) in moderate to high yield.