1-(吡嗪-2-基)-1H-吡咯-2-甲醛 | 104149-46-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(吡嗪-2-基)-1H-吡咯-2-甲醛
• 英文名称: 1-(pyrazin-2-yl)-1H-pyrrole-2-carbaldehyde
• 英文别名: (formyl-2 pyrrolyl-1)-2 pyrazine；1-pyrazin-2-ylpyrrole-2-carbaldehyde
• CAS: 104149-46-4
• 化学式: C₉H₇N₃O
• mdl: MFCD02665162
• 分子量: 173.174
• InChiKey: DIYJUFIGSXUQKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(吡嗪-2-基)-1H-吡咯-2-甲醛 在 盐酸羟胺 、 碳酸氢钠 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以97%的产率得到1-(pyrazin-2-yl)-1H-pyrrole-2-carbaldehyde oxime
  参考文献：
  名称：

  Cationic triazinium heterocycles by intramolecular NN bond formation

  摘要：

  Tricyclic heterocycles with a cationic triazinium core were prepared by an intramolecular N-N bond forming reaction of an azine oxime precursor. The azine oxime substrates were prepared by SNAr N-arylation of 2-formylpyrroles followed by oxime formation of the formyl moiety. The synthesis was demonstrated with five different azines and several functional groups. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.009
• 作为产物：
  描述：

  2-吡咯甲醛 、 2-氯吡嗪 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以49%的产率得到1-(吡嗪-2-基)-1H-吡咯-2-甲醛
  参考文献：
  名称：

  Cationic triazinium heterocycles by intramolecular NN bond formation

  摘要：

  Tricyclic heterocycles with a cationic triazinium core were prepared by an intramolecular N-N bond forming reaction of an azine oxime precursor. The azine oxime substrates were prepared by SNAr N-arylation of 2-formylpyrroles followed by oxime formation of the formyl moiety. The synthesis was demonstrated with five different azines and several functional groups. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.009

文献信息

• 5,6-Dihydro-6-oxopyrido(2,3-e)pyrrolo (1,2-a) pyrazine and 5,6-dihydro-6-oxopyrazino(2,3-e)pyrrolo(1,2-a)pyrazine.
  作者：JEAN-CHARLES LANCELOT、DANIEL LADUREE、MAX ROBBA

  DOI：10.1248/cpb.33.3122

  日期：——

  The synthesis of 5, 6-dihydro 6-oxo pyrido [2, 3-e] pyrrolo [1, 2-a] pyrazine, and 5, 6-dihydro 6-oxo pyrazino [2, 3-e] pyrrolo [1, 2-a] pyrazine is described. The starting materials, 3-amino pyridine and 3-amino pyrazine are converted into pyrrolyl derivatives using 2, 5-dimethoxytetrahydrofuran in glacial acetic acid. Subsequent cyclizations of these latter afforded the title compounds. Proton nuclear magnetic resonance spectra are studied.

  描述了 5, 6-二氢 6-氧代吡啶并 [2, 3-e] 吡咯并 [1, 2-a] 吡嗪和 5, 6-二氢 6-氧代吡嗪并 [2, 3-e] 吡咯并 [1, 2-a] 吡嗪的合成。使用冰醋酸中的 2，5-二甲氧基四氢呋喃将起始原料 3-氨基吡啶和 3-氨基吡嗪转化为吡咯烷衍生物。随后对这些衍生物进行环化，得到了标题化合物。对质子核磁共振光谱进行了研究。
• LANCELOT, J. -CH.;LADUREE, D.;ROBBA, M., CHEM. AND PHARM. BULL., 1985, 33, N 8, 3122-3128
  作者：LANCELOT, J. -CH.、LADUREE, D.、ROBBA, M.

  DOI：——

  日期：——
• Cationic triazinium heterocycles by intramolecular NN bond formation
  作者：Jonathan T. Reeves、Zhengxu S. Han、Navneet Goyal、Heewon Lee、Carl A. Busacca、Chris H. Senanayake

  DOI：10.1016/j.tetlet.2014.03.009

  日期：2014.4

  Tricyclic heterocycles with a cationic triazinium core were prepared by an intramolecular N-N bond forming reaction of an azine oxime precursor. The azine oxime substrates were prepared by SNAr N-arylation of 2-formylpyrroles followed by oxime formation of the formyl moiety. The synthesis was demonstrated with five different azines and several functional groups. (C) 2014 Elsevier Ltd. All rights reserved.