6-amino-5-formyl-2-methoxy-3-methylpyrimidin-4(3H)-one | 1228343-86-9

• 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-amino-5-formyl-2-methoxy-3-methylpyrimidin-4(3H)-one
• 英文别名: 6-amino-5-formyl-2-methoxy-3-methyl-3H-4-pyrimidone；4-Amino-2-methoxy-1-methyl-6-oxopyrimidine-5-carbaldehyde
• CAS: 1228343-86-9
• 化学式: C₇H₉N₃O₃
• 分子量: 183.167
• InChiKey: AGOFRPDZNCXGLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  85
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-amino-5-formyl-2-methoxy-3-methylpyrimidin-4(3H)-one 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 0.02h， 生成 6-benzyl-2-methoxy-3,7-dimethyl-5,6-dihydropyrimido[4,5-d]pyrimidin-4(3H)-one
  参考文献：
  名称：

  通过 5-嘧啶甲醛轻松合成新系列的蝶啶类似物：二-和四-氢嘧啶并[4,5-d]嘧啶

  摘要：

  选择容易获得的嘧啶-5-甲醛衍生物作为合成拟蝶啶衍生物5,6-二氢嘧啶(4,5-d)嘧啶和5,6,7,8-四氢嘧啶(4, 5-d)嘧啶通过 4-氨基-(5-氨基甲基)嘧啶中间体。简单的程序允许快速访问这些化合物。二氢衍生物通过在无溶剂条件下用原酸酯进行最终环缩合反应制备，由酸催化并辅以微波辐射。与形成四氢衍生物的羰基化合物的最终环缩合是在温和条件下进行的，其中立体化学诱导是在该骨架的构建上进行的，立体化学分配通过理论计算得到证实。

  DOI：

  10.3998/ark.5550190.p008.653

文献信息

• Four 7-aryl-substituted pyrido[2,3-<i>d</i>]pyrimidine-2,4(1<i>H</i>,3<i>H</i>)-diones: similar molecular structures but different crystal structures
  作者：Jorge Trilleras、Jairo Quiroga、Justo Cobo、Michael B. Hursthouse、Christopher Glidewell

  DOI：10.1107/s0108270109005514

  日期：2009.4.15

  Molecules of 1,3-dimethyl-7-(4-methylphenyl)pyrido[2,3-d]-pyrimidine- 2,4(1H, 3H)-dione, C16H15N3O2, (I), are linked by paired C-H center dot center dot center dot O hydrogen bonds to form centrosymmetric R-2(2)(10) dimers, which are linked into chains by a single pi-pi stacking interaction. A single C-H center dot center dot center dot O hydrogen bond links the molecules of 7-(biphenyl-4-yl)-1,3-dimethylpyrido[2,3-d] pyrimidine-2,4(1H,3H)-dione, C21H17N3O2, (II), into C(10) chains, which are weakly linked into sheets by a pi-pi stacking interaction. In 7-(4-fluorophenyl)-3-methyl-pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione, C14H10FN3O2, (III), an N-H center dot center dot center dot O hydrogen bond links the molecules into C(6) chains, which are linked into sheets by a pi-pi stacking interaction. The molecules of 7-(4-methoxyphenyl)-3-methyl-pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione, C15H13N3O3, (IV), are also linked into C(6) chains by an N-H center dot center dot center dot O hydrogen bond, but here the chains are linked into sheets by a combination of two independent C-H center dot center dot center dot pi (arene) hydrogen bonds.
• 3-Methyl-7-(2-thienyl)pyrido[2,3-<i>d</i>]pyrimidine-2,4(1<i>H</i>,3<i>H</i>)-dione: π-stacked bilayers built from N—H...O, C—H...O and C—H...π hydrogen bonds
  作者：Jorge Trilleras、Jairo Quiroga、Justo Cobo、Christopher Glidewell

  DOI：10.1107/s0108270109014097

  日期：2009.6.15

  In the title compound, C12H9N3O2S, the thienyl substituent is disordered over two sets of sites with occupancies of 0.749 (3) and 0.251 (3). A combination of N-H center dot center dot center dot O, C-H center dot center dot center dot O and C-H center dot center dot center dot pi hydrogen bonds links the molecules into bilayers and these bilayers are themselves linked into a continuous structure by pi-pi stacking interactions.