2-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-3-methyl-pyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-3-methyl-pyridine
• 英文别名: 4,4-dimethyl-2-(3-methylpyridin-2-yl)-5H-1,3-oxazole
• 化学式: C₁₁H₁₄N₂O
• 分子量: 190.24
• InChiKey: XCQHILUUHXSTOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  3

文献信息

• Process for the preparation of 4-(8-chloro-5 6-dihydro-11h-benzo-(5 6)-cyclohepta-(1 2b)-pyridin-11-ylidene-1-piperidiniecarboxylic acid ethyl ester (loratadine)
  申请人：Cannata Vincenzo

  公开号：US20050171352A1

  公开（公告）日：2005-08-04

  A process and new oxazolinic intermediates for the preparation of 4-(8-chloro-5,6-dihydro-11H-benzo-[5,6]-clohepta-[1,2-b]-pyridin-11-ylidene)-1-piperidinecarboxylic acid ethyl ester (loratadine) is described. The process starts from 2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-3-methyl-pyridine, a new intermediate to obtain loratadine. 2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-3-methyl-pyridine is condensed with 3-chloro-benzyl-chloride and the resultant product is treated with Grignard reagent of 4-chloro-N-methyl-piperidine. [3-(2-(3-chloro-phenyl)-ethyl]-pyridin-2-yl]-1-(methyl-piperidin-4-yl)-methanone is obtained for subsequent hydrolysis. Starting from this last compound it is possible to obtain loratadine with known methods.

  本文描述了一种制备4-(8-氯-5,6-二氢-11H-苯并[5,6]环庚[1,2-b]吡啶-11-基)-1-哌啶羧酸乙酯（洛拉他定）的过程和新的噁唑啉中间体。该过程从2-(4,4-二甲基-4,5-二氢噁唑-2-基)-3-甲基-吡啶开始，这是一种获得洛拉他定的新中间体。2-(4,4-二甲基-4,5-二氢噁唑-2-基)-3-甲基-吡啶与3-氯苄基氯化物缩合，得到的产物经过4-氯-N-甲基哌啶格氏试剂处理。随后进行水解反应，得到[3-(2-(3-氯苯基)乙基]-吡啶-2-基]-1-(甲基哌啶-4-基)-甲酮。从这个化合物开始，可以用已知的方法制备洛拉他定。
• PROCESS FOR THE PREPARATION OF 4- (8-CHLORO-5, 6-DIHYDRO-11H-BENZO-[5,6]-CYCLOHEPTA-[1,2-B]-PYRIDIN-11-YLIDENE)-1-PIPERIDINECARBOXYLIC ACID ETHYL ESTER (LORATADINE)
  申请人：ZAMBON GROUP S.p.A.

  公开号：EP1442035A1

  公开（公告）日：2004-08-04
• PROCESS FOR THE PREPARATION OF 4-(8-CHLORO-5,6-DIHYDRO-11H-BENZO (5,6)-CYCLOHEPTA-(1,2B) -PYRIDIN-11-YLIDENE)-1-PIPERIDINECARBOXYLIC ACID ETHYL ESTER (LORATADINE)
  申请人：CANNATA Vincenzo

  公开号：US20090005567A1

  公开（公告）日：2009-01-01

  A process and new oxazolinic intermediates for the preparation of 4-(8-chloro-5,6-dihydro-11H-benzo-[5,6]-clohepta-[1,2-b]-pyridin-11-ylide-ne)-1-piperidinecarboxylic acid ethyl ester (loratadine) is described. The process starts from 2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-3-methyl-pyridine, a new intermediate to obtain loratadine. 2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-3-methyl-pyridine is condensed with 3-chloro-benzyl-chloride and the resultant product is treated with Grignard reagent of 4-chloro-N-methyl-piperidine. [3-(2-(3-chloro-phenyl)-ethyl]-pyridin-2-yl-]-1-(methyl-piperidin-4-yl)-methanone is obtained for subsequent hydrolysis. Starting from this last compound it is possible to obtain loratadine with known methods.
• US7449583B2
  申请人：——

  公开号：US7449583B2

  公开（公告）日：2008-11-11
• [EN] PROCESS FOR THE PREPARATION OF 4-(8-CHLORO-5,6-DIHYDRO-11H-BENZO(5,6)-CYCLOHEPTA-(1,2B)-PYRIDIN-11-YLIDENE)-1-PIPERIDINECARBOXYLI C ACID ETHYL ESTER (LORATADINE)<br/>[FR] PROCEDE DE PREPARATION D'ETHYLESTER D'ACIDE 4-(8-CHLORO-5,6-DIHYDRO-11H-BENZO-(5,6)-CYCLOHEPTA-(1,2B)-PYRIDIN-11-YLIDENE)-1-PIPERIDINECARBOXYLIQUE (LORATADINE)
  申请人：ZAMBON SPA

  公开号：WO2003040140A1

  公开（公告）日：2003-05-15

  A process and new oxazolinic intermediates for the preparation of 4-(8-chloro-5,6-dihydro-11H-benzo-[5,6]-ciclohepta-[1,2-b]-pyridin-11-ylidene)-1-piperidinecarboxylic acid ethyl ester (loratadine) is described. The process starts from 2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-3-methyl-pyridine, a new intermediate to obtain loratadine. 2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-3-methyl-pyridine is condensed with 3-chloro-benzyl-chloride and the resultant product is treated with Grignard reagent of 4-chloro-N-methyl-piperidine. [3-(2-(3-chloro-phenyl)-ethyl]-pyridin-2-yl]-1-(methyl-piperidin-4-yl)-methanone is obtained for subsequent hydrolysis. Starting from this last compound it is possible to obtain loratadine with known methods.