5-methoxy-2-(4-pyridinyl)-4(3H)-pyrimidinone | 133661-37-7

• 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: 5-methoxy-2-(4-pyridinyl)-4(3H)-pyrimidinone
• 英文别名: 5-Methoxy-2-(4-pyridinyl)-4-pyrimidinol；5-methoxy-2-pyridin-4-yl-1H-pyrimidin-6-one
• CAS: 133661-37-7
• 化学式: C₁₀H₉N₃O₂
• 分子量: 203.2
• InChiKey: WHYWGACXHSJWMG-UHFFFAOYSA-N

物化性质

• 熔点：
  248℃(dec)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-methoxy-2-(4-pyridinyl)-4(3H)-pyrimidinone 在 氨 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 9.5h， 生成 5-methoxy-2-(4-pyridinyl)-4-pyrimidinamine
  参考文献：
  名称：

  Synthesis of Aza Analogs of Amrinone

  摘要：

  The aldol condensation product (4) of 4-acetylpyridine (2) and diethyl mesoxalate (3) was converted to pyridazinecarboxylic acid hydrazide (6). Curtius reaction of 6 gave aminopyridazinone (7). The condensation of (4-pyridinyl)glyoxal (17) with aminomalonamide (9) yielded pyrazinecarboxamide (18) which was transformed to aminopyrazinone (19) by the Hofmann reaction. Curtius reaction of 1,2,4-triazinone-5-carboxylic acid (21b) gave aminotriazinone (22). Demethylation of methoxypyrimidine (29) prepared from methyl 2-methoxyformylacetate (25) and isonicotinamidine (26) gave pyrimidinol (30).

  DOI：

  10.3987/com-90-5562
• 作为产物：
  描述：

  甲酸甲酯 、 甲氧基乙酸甲酯 、 4-amidinopyridine hydrochloride 在 sodium hydride 作用下， 生成 5-methoxy-2-(4-pyridinyl)-4(3H)-pyrimidinone
  参考文献：
  名称：

  Synthesis of Aza Analogs of Amrinone

  摘要：

  The aldol condensation product (4) of 4-acetylpyridine (2) and diethyl mesoxalate (3) was converted to pyridazinecarboxylic acid hydrazide (6). Curtius reaction of 6 gave aminopyridazinone (7). The condensation of (4-pyridinyl)glyoxal (17) with aminomalonamide (9) yielded pyrazinecarboxamide (18) which was transformed to aminopyrazinone (19) by the Hofmann reaction. Curtius reaction of 1,2,4-triazinone-5-carboxylic acid (21b) gave aminotriazinone (22). Demethylation of methoxypyrimidine (29) prepared from methyl 2-methoxyformylacetate (25) and isonicotinamidine (26) gave pyrimidinol (30).

  DOI：

  10.3987/com-90-5562

文献信息

• SINGH, BALVED;LESHER, GEOGRE Y., HETEROCYCLES, 31,(1990) N2, C. 2163-2172
  作者：SINGH, BALVED、LESHER, GEOGRE Y.

  DOI：——

  日期：——
• Synthesis of Aza Analogs of Amrinone
  作者：Baldev Singh、George Y. Lesher

  DOI：10.3987/com-90-5562

  日期：——

  The aldol condensation product (4) of 4-acetylpyridine (2) and diethyl mesoxalate (3) was converted to pyridazinecarboxylic acid hydrazide (6). Curtius reaction of 6 gave aminopyridazinone (7). The condensation of (4-pyridinyl)glyoxal (17) with aminomalonamide (9) yielded pyrazinecarboxamide (18) which was transformed to aminopyrazinone (19) by the Hofmann reaction. Curtius reaction of 1,2,4-triazinone-5-carboxylic acid (21b) gave aminotriazinone (22). Demethylation of methoxypyrimidine (29) prepared from methyl 2-methoxyformylacetate (25) and isonicotinamidine (26) gave pyrimidinol (30).