(6R)-4-chloro-6-methyl-2-methylsulfanyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine | 1417287-39-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并嘧啶类
• 英文名称: (6R)-4-chloro-6-methyl-2-methylsulfanyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine
• CAS: 1417287-39-8
• 化学式: C₈H₁₀ClN₃S
• 分子量: 215.706
• InChiKey: GSXBYPXWMMIMEH-SCSAIBSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,6-二氯-二甲硫基嘧啶 在 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 2.25h， 生成 (6R)-4-chloro-6-methyl-2-methylsulfanyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine
  参考文献：
  名称：

  Ring Opening of Cyclic Sulfamidates with Magnesiated Heterocycles: Expedient Synthesis of Highly Functionalised Azaindolines and Azatetrahydroquinolines

  摘要：

  Magnesiated chloropyrimidine and chloropyridine derivatives, obtained by deprotonation with TMPMgCl center dot LiCl at room temperature, undergo facile ring-opening reactions with five-and six-membered N-Boc and N-Bn cyclic sulfamidates. After an acidic workup, the adducts undergo rapid intramolecular cyclisation on basification to give highly functionalised stereodefined azaindolines and azatetrahydroquinolines in good yields.

  DOI：

  10.1055/s-0032-1317170

文献信息

• Ring Opening of Cyclic Sulfamidates with Magnesiated Heterocycles: Expedient Synthesis of Highly Functionalised Azaindolines and Azatetrahydroquinolines
  作者：Thomas Moss、Barry Hayter、Ian Hollingsworth、Thorsten Nowak

  DOI：10.1055/s-0032-1317170

  日期：——

  Magnesiated chloropyrimidine and chloropyridine derivatives, obtained by deprotonation with TMPMgCl center dot LiCl at room temperature, undergo facile ring-opening reactions with five-and six-membered N-Boc and N-Bn cyclic sulfamidates. After an acidic workup, the adducts undergo rapid intramolecular cyclisation on basification to give highly functionalised stereodefined azaindolines and azatetrahydroquinolines in good yields.