5-methoxy-2-(4-pyridinyl)-4-pyrimidinamine | 133661-39-9

• 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: 5-methoxy-2-(4-pyridinyl)-4-pyrimidinamine
• 英文别名: 4-Pyrimidinamine, 5-methoxy-2-(4-pyridinyl)-；5-methoxy-2-pyridin-4-ylpyrimidin-4-amine
• CAS: 133661-39-9
• 化学式: C₁₀H₁₀N₄O
• 分子量: 202.216
• InChiKey: SDDPWJOEOFXYOC-UHFFFAOYSA-N

物化性质

• 熔点：
  175-177 °C(Solv: isopropanol (67-63-0))
• 沸点：
  293.2±32.0 °C(Predicted)
• 密度：
  1.258±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 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：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-methoxy-2-(4-pyridinyl)-4-pyrimidinamine 在 丁硫醇 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以77%的产率得到4-amino-2-(4-pyridinyl)-5-pyrimidinol
  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：

  4-amidinopyridine hydrochloride 在 氨 、 sodium hydride 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 36.5h， 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

文献信息

• [EN] SUBSTITUTED BENZYLPYRAZOLES<br/>[FR] BENZYLPYRAZOLES SUBSTITUÉS
  申请人：BAYER IP GMBH

  公开号：WO2013092512A1

  公开（公告）日：2013-06-27

  Compounds of formula (I) and their use as pharmaceutical.

  化合物的分子式(I)及其作为药用的用途。
• SINGH, BALVED;LESHER, GEOGRE Y., HETEROCYCLES, 31,(1990) N2, C. 2163-2172
  作者：SINGH, BALVED、LESHER, GEOGRE Y.

  DOI：——

  日期：——
• SUBSTITUTED BENZYLPYRAZOLES
  申请人：Bayer Intellectual Property GmbH

  公开号：EP2794596A1

  公开（公告）日：2014-10-29
• 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).