α,α-dibutyl-4-pyridinemethanamine | 141983-63-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: α,α-dibutyl-4-pyridinemethanamine
• 英文别名: 4-(dibutylaminomethyl)pyridine；I+/-,I+/--Dibutyl-4-pyridinemethanamine；5-pyridin-4-ylnonan-5-amine
• CAS: 141983-63-3
• 化学式: C₁₄H₂₄N₂
• 分子量: 220.358
• InChiKey: DHAIFSNPJRPIOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氰基吡啶 、 正丁基锂 在 cerium(III) chloride 作用下， 生成 α,α-dibutyl-4-pyridinemethanamine
  参考文献：
  名称：

  Tertiary carbinamines by addition of organocerium reagents to nitriles and ketimines

  摘要：

  Organocerium reagents, prepared by reaction of aromatic and primary and secondary alkyllithium reagents with anhydrous cerium chloride, add to nitriles twice to give tertiary carbinamines in often excellent yields. Addition of n-BuCeCl2 to acetophenone is about 4 times faster than addition to benzonitrile. Only 1,2-diaddition is observed in the reaction of MeCeCl2 with cinnamonitrile. The species formed in the double addition of organocerium reagents to nitriles are sufficiently basic to generate a benzyne intermediate by abstraction of an aromatic proton and nucleophilic enough to undergo an intramolecular Chichibabin reaction. Reaction of N-unsubstituted ketimines or their lithium salts with organocerium reagents permits the synthesis of tertiary carbinamines with three different groups on the tertiary carbon center.

  DOI：

  10.1021/jo00042a037

文献信息

• Pyrimidone derivatives, processes for their preparation and pharmaceutical derivatives containing them
  申请人：SMITH KLINE & FRENCH LABORATORIES LIMITED

  公开号：EP0049173A2

  公开（公告）日：1982-04-07

  Compounds (1) in which R1 and R2 are C1-C4 alkyl or together with the nitrogen atom to which they are attached form a pyrrolidino or piperidino group; Y is methylene or sulphur; X is methylene or oxygen provided that X is methylene when Y is sulphur; Z is hydrogen or C1-C4 alkyl; and R5 is hydrogen, C1-4 alkyl or -A-B where A is C1-C4 alkylene and B is optionally substituted heteroaryl or phenyl are histamine H2-antagonists. Processes for their preparation and pharmaceutical compositions containing them are also described.

  其中 R1 和 R2 是 C1-C4 烷基或与它们连接的氮原子一起形成吡咯烷基或哌啶基；Y 是亚甲基或硫；X 是亚甲基或氧，条件是当 Y 是硫时 X 是亚甲基；Z 是氢或 C1-C4 烷基；R5 是氢、C1-4 烷基或 -A-B 其中 A 是 C1-C4 亚烷基，B 是任选取代的杂芳基或苯基的化合物 (1) 是组胺 H2-拮抗剂。 还描述了它们的制备方法和含有它们的药物组合物。
• US4385058A
  申请人：——

  公开号：US4385058A

  公开（公告）日：1983-05-24
• US4439609A
  申请人：——

  公开号：US4439609A

  公开（公告）日：1984-03-27
• US4607107A
  申请人：——

  公开号：US4607107A

  公开（公告）日：1986-08-19
• Tertiary carbinamines by addition of organocerium reagents to nitriles and ketimines
  作者：Engelbert Ciganek

  DOI：10.1021/jo00042a037

  日期：1992.7

  Organocerium reagents, prepared by reaction of aromatic and primary and secondary alkyllithium reagents with anhydrous cerium chloride, add to nitriles twice to give tertiary carbinamines in often excellent yields. Addition of n-BuCeCl2 to acetophenone is about 4 times faster than addition to benzonitrile. Only 1,2-diaddition is observed in the reaction of MeCeCl2 with cinnamonitrile. The species formed in the double addition of organocerium reagents to nitriles are sufficiently basic to generate a benzyne intermediate by abstraction of an aromatic proton and nucleophilic enough to undergo an intramolecular Chichibabin reaction. Reaction of N-unsubstituted ketimines or their lithium salts with organocerium reagents permits the synthesis of tertiary carbinamines with three different groups on the tertiary carbon center.