6-methylthieno[2,3-d]pyrimidine-2,4-dicarboxylate diethyl ester | 1162684-77-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: 6-methylthieno[2,3-d]pyrimidine-2,4-dicarboxylate diethyl ester
• 英文别名: Diethyl 6-methylthieno[2,3-d]pyrimidine-2,4-dicarboxylate；diethyl 6-methylthieno[2,3-d]pyrimidine-2,4-dicarboxylate
• CAS: 1162684-77-6
• 化学式: C₁₃H₁₄N₂O₄S
• 分子量: 294.331
• InChiKey: VOZIBISKJJPZIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-氨基-5-甲基-3-噻吩羧酸 、 1,3,5-三嗪-2,4,6-三甲酸三乙酯 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 以55%的产率得到6-methylthieno[2,3-d]pyrimidine-2,4-dicarboxylate diethyl ester
  参考文献：
  名称：

  A tandem decarboxylation and inverse electron-demand Diels–Alder reaction of amino-thiophenecarboxylic acids with 1,3,5-triazines

  摘要：

  The scope of 1,3,5-triazine inverse electron-demand Diels-Alder (IDA) reactions was expanded to include aminothiophenecarboxylic acids as latent dienophiles. A series of 2-amino-3-thiophenecarboxylic acids (1a-d) and a 3-amino-2-thiophenecarboxylic acid (5) were introduced as productive dienophiles in IDA reactions with various 1,3,5-triazines (2a-e). This method is useful for the one-step synthesis of both thieno[2,3-d]pyrimidines and thieno[3,2-d]pyrimidines, which should complement existing methods. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.180