2-(4-pyrrolidinothieno[3,4-d]pyrimidin-2-ylmethyl)benzoic acid hydrochloride | 1415327-54-6

• 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: 2-(4-pyrrolidinothieno[3,4-d]pyrimidin-2-ylmethyl)benzoic acid hydrochloride
• 英文别名: 2-[(4-Pyrrolidin-1-ylthieno[3,4-d]pyrimidin-2-yl)methyl]benzoic acid;hydrochloride；2-[(4-pyrrolidin-1-ylthieno[3,4-d]pyrimidin-2-yl)methyl]benzoic acid;hydrochloride
• CAS: 1415327-54-6
• 化学式: C₁₈H₁₇N₃O₂S*ClH
• 分子量: 375.879
• InChiKey: RAPUEYNMXRWCSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  94.6
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-pyrrolidin-1-yl-11H-thieno[3',4':5,6]pyrimido[1,2-b]isoquinolin-11-one 在 sodium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 26.0h， 以80%的产率得到2-(4-pyrrolidinothieno[3,4-d]pyrimidin-2-ylmethyl)benzoic acid hydrochloride
  参考文献：
  名称：

  Synthesis of substituted 4-aminothieno[2,3-d]-, 4-aminothieno[3,2-d]- and 4-aminothieno[3,4-d]pyrimidines

  摘要：

  A study was carried out on the nucleophilic cleavage of the lactam bond in 4-amino(pyrrolidino, piperidino, morpolino)thieno[2,3-d]-, -[3,2-d]-, and -[3,4-d]pyrimido[1,2-b]isoquinolin-11-ones. This bond is readily cleaved upon heating in methanolic NaOH at reflux for 1-2 h to give previously unreported 4-amino-2-(o-carboxyphenylmethyl)thienopyrimidines. Replacement of the amine group by an OH group is possible under the reaction conditions, leading to the corresponding, already reported 2-(o-carboxyphenylmethyl)-4-oxothienopyrimidines. Prolonged refluxing (8-12 h) resulted in oxothienopyrimidines as the major products of the transformations of all the thienopyrimido-isoquinolinones studied. Biological activity predictions of these new products were compared in silico.

  DOI：

  10.1007/s10593-012-1095-y