4α-(1-methyl-2-pyrrolidinyl)methyl-1,2-dihydroquinolin-2-one | 156215-00-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4α-(1-methyl-2-pyrrolidinyl)methyl-1,2-dihydroquinolin-2-one
• 英文别名: 4-[(1-methylpyrrolidin-2-yl)methyl]-1H-quinolin-2-one
• CAS: 156215-00-8
• 化学式: C₁₅H₁₈N₂O
• 分子量: 242.321
• InChiKey: XFIQWBXJEUYYNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4α-(1-methyl-2-pyrrolidinyl)methyl-1,2-dihydroquinolin-2-one 在 palladium on activated charcoal 氢气 、 三乙胺 、 三氯氧磷 作用下， 生成 4α-(1-methyl-2-pyrrolidinyl)methylquinoline
  参考文献：
  名称：

  Lactam acetals : Part XXIV reaction with activated haloalkyl compounds with and without zinc

  摘要：

  Reaction of 2-alkoxyimmonium methosulfates (2), and of lactam acetals (3) derived therefrom, with alpha-haloesters in presence of zinc (Reformatsky condition) yielded N-alkyl-2-(alpha-alkyl-alpha-alkoxy-carbonyl)methylene-1-azacycloalkanes (6), while reaction of 3 with alpha-haloesters without zinc gave 3-alkoxycarbonylmethyl-1-azacycloalkane-2-one (5). Similar reaction of; 2 and 3 with 4-bromomethylquinolin-2-one (4) in presence of zinc gave N-alkyl-2-[4-(2-oxoquinolyl)methylene]-1-azacycloalkanes (7), a key intermediate for the synthesis of antimalarial quinoline-4-methanols.

  DOI：

  10.1016/s0040-4039(00)76669-x
• 作为产物：
  描述：

  2,2-二甲氧基-1-甲基吡咯烷 在 palladium on activated charcoal 氢气 、 锌 作用下， 80.0 ℃ 、310.27 kPa 条件下， 生成 4α-(1-methyl-2-pyrrolidinyl)methyl-1,2-dihydroquinolin-2-one
  参考文献：
  名称：

  Lactam acetals : Part XXIV reaction with activated haloalkyl compounds with and without zinc

  摘要：

  Reaction of 2-alkoxyimmonium methosulfates (2), and of lactam acetals (3) derived therefrom, with alpha-haloesters in presence of zinc (Reformatsky condition) yielded N-alkyl-2-(alpha-alkyl-alpha-alkoxy-carbonyl)methylene-1-azacycloalkanes (6), while reaction of 3 with alpha-haloesters without zinc gave 3-alkoxycarbonylmethyl-1-azacycloalkane-2-one (5). Similar reaction of; 2 and 3 with 4-bromomethylquinolin-2-one (4) in presence of zinc gave N-alkyl-2-[4-(2-oxoquinolyl)methylene]-1-azacycloalkanes (7), a key intermediate for the synthesis of antimalarial quinoline-4-methanols.

  DOI：

  10.1016/s0040-4039(00)76669-x

文献信息

• Jain Sanjay, Jain Rahul, Singh Jujhar, Anand Nitya, Tetrahedron Lett, 35 (1994) N 18, S 2951-2954
  作者：Jain Sanjay, Jain Rahul, Singh Jujhar, Anand Nitya

  DOI：——

  日期：——