3,6-dimethyl-6,7,8,9-tetrahydro-pyrido[1,2-a]pyrimidin-4-one | 54504-62-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 3,6-dimethyl-6,7,8,9-tetrahydro-pyrido[1,2-a]pyrimidin-4-one
• 英文别名: 3,6-Dimethyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido<1,2-a>pyrimidin；4H-Pyrido[1,2-a]pyrimidin-4-one, 6,7,8,9-tetrahydro-3,6-dimethyl-；3,6-dimethyl-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-4-one
• CAS: 54504-62-0
• 化学式: C₁₀H₁₄N₂O
• 分子量: 178.234
• InChiKey: QLENPRKQIFCBST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  3,6-dimethyl-6,7,8,9-tetrahydro-pyrido[1,2-a]pyrimidin-4-one 在 丙酮 作用下， 以 氯仿 为溶剂， 反应 3.0h， 生成 3,6-Dimethyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-9-carboxylic acid dimethylamide
  参考文献：
  名称：

  Structural studies on 6-methyl-9-carbamoyl-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-ones by1H,13C and15N NMR spectroscopy

  摘要：

  AbstractSeveral 6‐methyl‐9‐carbamoyltetrahydro‐4H‐pyrido[1,2‐α]pyrimidin‐4‐ones have been prepared using phosgene iminium chloride. These compounds can exist in equilibrium as the cis (3A) imine ⇌ (3B) enamine ⇌ trans (3C) imine. 1H, 13C and 15N NMR prove that the cis‐ and trans‐imine isomers are predominant in the equilibrium. 1H NMR data reveal that the share of the 3B enamine form is negligible at measurable concentrations. The isomeric ratio 3A:3C is time dependent and can be monitored by measuring the CH3C‐6 and (CH3)2N signals. The 13C NMR data show that doublets in the range 42–45 ppm for C‐9 are only compatible with the imine forms 3A and 3C. The SCS values of the CH3C‐6 and OCN(CH3)2 groups were calculated and used for identification of the cis and trans isomers. 15N NMR data show that the N‐1 chemical shift of the imine is approximately − 140 ppm for compound 3, whereas that of a fixed enamine is around − 267.8. This provides additional support for the predominance of the imine tautomers in the equilibrium 3A ⇌ 3B ⇌ 3C. 15N data allow the stereoisomers 3A and 3C to be distinguished.

  DOI：

  10.1002/mrc.1270200408
• 作为产物：
  描述：

  3,6-dimethyl-4-oxo-1,6,7,8-tetrahydropyrido[1,2-a]pyrimidine-9-carbaldehyde 、 盐酸 、 sodium hydroxide 生成 3,6-dimethyl-6,7,8,9-tetrahydro-pyrido[1,2-a]pyrimidin-4-one
  参考文献：
  名称：

  HORVATH, A.;HERMECZ, I.;VASVARI-DEBRECZY, L.;SIMON, K.;PNGOR-CSAKVARI, M.+, J. CHEM. SOC. PERKIN TRANS., 1983, N 2, 369-377

  摘要：

  DOI：

文献信息

• Nitrogen bridgehead compounds. Part<b>50</b>. Vilsmeier-haack acylation of 6,7,8,9-tetrahydro-4<i>H</i>-pyrido[1,2-<i>a</i>]pyrimidin-4-ones, Part 5
  作者：Ágnes Horváth、István Hermecz、Benjamin Podányi、Zoltán Mészáros

  DOI：10.1002/jhet.5570220302

  日期：1985.5

  using N,N-diphenylformamide or in a “one-pot” procedure with aniline and triethyl orthoformate. Ethanolysis of 9-N-methyl-N-phenylaminomethylene derivatives 15 and 19 afforded 9-ethoxy-methylene compounds 26 and 27 in the presence of hydrogen chloride. The structures of the 9-substituted 6-methyltetrahydropyridopyrimidin-4-ones 14-25 were elucidated by means of uv, 1H and 13C nmr spectroscopy. 9-Piperidinomethylene

  将6-甲基-6,7,8,9-四氢-4 H-吡啶并[1,2 - a ]嘧啶-4-酮1-5与磷酰氯和不同酰胺的络合物进行Vilsmeier-Haack酰化反应。由N-甲酰基哌啶，N-甲基甲酰苯胺或N，N-二乙基苯甲酰胺原位形成的亚胺盐成功地完成了嘧啶嘧啶的9位酰化反应，但未成功由N，N-二乙基乙酰胺或N，N形成的亚胺盐成功-二乙基异丁酰胺。由甲酰苯胺（N）形成的亚胺盐-甲基吡咯烷酮或甲酰胺仅与在位置3上具有强电负性取代基（例如CN或CO 2 Et）的四氢吡啶并嘧啶酮反应。对于后者的衍生物，可以使用N，N-二苯基甲酰胺或在“苯胺和原甲酸三乙酯的“一锅法”操作。在氯化氢存在下，对9- N-甲基-N-苯基氨基亚甲基衍生物15和19进行乙解，得到9-乙氧基-亚甲基化合物26和27。9-取代的6-甲基四氢吡啶并嘧啶丁-4-酮的结构14-25通过紫外，1 H和13 C核磁共振波谱法进行了阐明。9 Piperidinomethylene
• Horvath, Agnes; Hermecz, Istvan; Vasvari-Debreczy, Lelle, Journal of the Chemical Society. Perkin transactions I, 1983, # 2, p. 369 - 378
  作者：Horvath, Agnes、Hermecz, Istvan、Vasvari-Debreczy, Lelle、Simon, Kalman、Pongor-Csakvari, Marianne、et al.

  DOI：——

  日期：——
• HORVATH, AGNES;HERMECZ, ISTVAN, J. HETEROCYCL. CHEM., 1985, 22, N 3, 593-599
  作者：HORVATH, AGNES、HERMECZ, ISTVAN

  DOI：——

  日期：——