2-methoxy-4-(2-pyrrolidin-1-ylethyl)-1H-pyrimidin-6-one | 246023-33-6

• 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: 2-methoxy-4-(2-pyrrolidin-1-ylethyl)-1H-pyrimidin-6-one
• CAS: 246023-33-6
• 化学式: C₁₁H₁₇N₃O₂
• 分子量: 223.275
• InChiKey: NOBKTCNCVRGNLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  53.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methoxy-4-(2-pyrrolidin-1-ylethyl)-1H-pyrimidin-6-one 在 sodium hydride 作用下， 以 1,4-二氧六环 为溶剂， 生成 4-Ethenyl-2-methoxy-6-pyrrolidin-1-ylpyrimidine
  参考文献：
  名称：

  Recent Advances in the Synthesis of 6-Vinyl-N,N-Dialkylcytosine Derivatives

  摘要：

  A general, selective and efficient synthesis of N,N-dialkyl-cytosine derivatives bearing a vinyl moiety on the C-6 side chain is reported.

  DOI：

  10.1080/15257779908041492
• 作为产物：
  描述：

  四氢吡咯 、 Toluene-4-sulfonic acid 2-(2-methoxy-6-oxo-1,6-dihydro-pyrimidin-4-yl)-ethyl ester 以 四氢呋喃 为溶剂， 反应 2.0h， 以85%的产率得到2-methoxy-4-(2-pyrrolidin-1-ylethyl)-1H-pyrimidin-6-one
  参考文献：
  名称：

  A new and efficient synthesis of substituted 6-[(2′-Dialkylamino)ethyl] pyrimidine and 4- N,N -Dialkyl-6-vinyl-cytosine derivatives and evaluation of their anti-Rubella activity

  摘要：

  New 6[(2'-dialkylamino)ethyl]-4(3H)-pyrimidinones were prepared by a multistep procedure starting from acetone dicarboxylic acid diethyl ester and urea derivatives. These compounds were used as starting materials to obtain 4-N,N-dialkyl-6-vinyl-pyrimidine derivatives by an unprecedented tandem C-6 side chain Hofmann-like elimination/C-4 pyrimidinone substitution. Among the new derivatives obtained, various compounds show anti-Rubella activity. The inhibition of HIV-1 Reverse Transcriptases (RT), from both wild type and modified viruses, is also reported. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00077-9

文献信息

• A new and efficient synthesis of substituted 6-[(2′-Dialkylamino)ethyl] pyrimidine and 4- N,N -Dialkyl-6-vinyl-cytosine derivatives and evaluation of their anti-Rubella activity
  作者：Raffaele Saladino、Umberto Ciambecchini、Giovanni Maga、Paola Mastromarino、Cinzia Conti、Maurizio Botta

  DOI：10.1016/s0968-0896(02)00077-9

  日期：2002.7

  New 6[(2'-dialkylamino)ethyl]-4(3H)-pyrimidinones were prepared by a multistep procedure starting from acetone dicarboxylic acid diethyl ester and urea derivatives. These compounds were used as starting materials to obtain 4-N,N-dialkyl-6-vinyl-pyrimidine derivatives by an unprecedented tandem C-6 side chain Hofmann-like elimination/C-4 pyrimidinone substitution. Among the new derivatives obtained, various compounds show anti-Rubella activity. The inhibition of HIV-1 Reverse Transcriptases (RT), from both wild type and modified viruses, is also reported. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Recent Advances in the Synthesis of 6-Vinyl-N,N-Dialkylcytosine Derivatives
  作者：Maurizio Botta、Raffaele Saladino、Luigi Stasi、Umberto Ciambecchini、Rosario Nicoletti

  DOI：10.1080/15257779908041492

  日期：1999.4

  A general, selective and efficient synthesis of N,N-dialkyl-cytosine derivatives bearing a vinyl moiety on the C-6 side chain is reported.