(2,6-Dimethylphenyl)-piperidin-1-ylmethanone | 874291-42-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2,6-Dimethylphenyl)-piperidin-1-ylmethanone
• 英文别名: (2,6-dimethylphenyl)-piperidin-1-ylmethanone
• CAS: 874291-42-6
• 化学式: C₁₄H₁₉NO
• 分子量: 217.311
• InChiKey: POTQYGMFDVEAHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 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：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (2,6-dimethylphenyl)zinc(II) bromide 、 1-哌啶酰氯 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以42%的产率得到(2,6-Dimethylphenyl)-piperidin-1-ylmethanone
  参考文献：
  名称：

  Preparation of tertiary amides via aryl, heteroaryl, and benzyl organozinc reagents; scope and limitations

  摘要：

  A facile synthetic protocol for the preparation of tertiary amides has been developed. The title compounds have been successfully obtained by the Pd-catalyzed cross-coupling reactions of readily available aryl and benzyl organozinc reagents with the appropriate carbamoyl chlorides. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.04.114

文献信息

• C5AR ANTAGONISTS
  申请人：ChemoCentryx, Inc.

  公开号：EP3508477A1

  公开（公告）日：2019-07-10

  A process for preparing a compound of formula (ii), comprising (a) treating a compound of formula (i) with H2 and a platinum oxide catalyst under reducing conditions; and (b) subjecting the product of step (a) to resolution with di-toluoyl-L-tartaric acid to provide compound (ii) in about 97% enantiomeric excess.

  一种制备式(ii)化合物的工艺、 包括 (a) 在还原条件下，用 H2 和氧化铂催化剂处理式 (i) 化合物；以及 (b) 将步骤(a)的产物与二-甲基苯甲酰-L-酒石酸进行解析，得到对映体过量率约为 97% 的化合物 (ii)。
• Preparation of tertiary amides via aryl, heteroaryl, and benzyl organozinc reagents; scope and limitations
  作者：Reuben D. Rieke、Seung-Hoi Kim

  DOI：10.1016/j.tetlet.2012.04.114

  日期：2012.7

  A facile synthetic protocol for the preparation of tertiary amides has been developed. The title compounds have been successfully obtained by the Pd-catalyzed cross-coupling reactions of readily available aryl and benzyl organozinc reagents with the appropriate carbamoyl chlorides. (C) 2012 Elsevier Ltd. All rights reserved.