3-(Fluoromethyl)-5H,6H,7H,8H-[1,2,4]triazolo[4,3-a]pyrazine | 1263214-76-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并吡嗪类
• 英文名称: 3-(Fluoromethyl)-5H,6H,7H,8H-[1,2,4]triazolo[4,3-a]pyrazine
• 英文别名: 3-(fluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine
• CAS: 1263214-76-1
• 化学式: C₆H₉FN₄
• 分子量: 156.16
• InChiKey: KDQIYPCCOUNCAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  42.7
• 氢给体数：
  1
• 氢受体数：
  4

文献信息

• [EN] A NOVEL PROCESS FOR THE PREPARATION OF SITAGLIPTIN<br/>[FR] NOUVEAU PROCÉDÉ DE PRÉPARATION DE SITAGLIPTINE
  申请人：SMILAX LAB LTD

  公开号：WO2013114173A1

  公开（公告）日：2013-08-08

  The present invention is directed to a process for the preparation of enantiomerically enriched β-amino acid derivatives which are important chiral building blocks and intermediates in pharmaceuticals. More specifically, the invention pertains to a novel process for practically convenient and economically producing enantiomerically enriched β-amino acid derivatives which are useful for the synthesis of amide inhibitors of dipeptidyl peptidase IV like Sitagliptin, which have been used to treat type 2 diabetes.

  本发明涉及一种制备对映富集的β-氨基酸衍生物的方法，这些衍生物是重要的手性构建块和药物中间体。更具体地，该发明涉及一种新颖的方法，用于方便实用和经济地生产对映富集的β-氨基酸衍生物，这些衍生物对于合成类似西他列汀的二肽基肽酶IV抑制剂的酰胺具有用处，这些抑制剂已被用于治疗2型糖尿病。
• PROCESS FOR THE PREPARATION OF SITAGLIPTIN PHOSPHATE
  申请人：CADILA HEALTHCARE LIMITED

  公开号：US20150087834A1

  公开（公告）日：2015-03-26

  The present invention relates to a method for the preparation of sitagliptin phosphate and sitagliptin phosphate anhydrous of Formula (I′) and monohydrate of Formula (I),

  本发明涉及一种制备西格列汀磷酸盐、无水西格列汀磷酸盐（I'式）和一水合物（I式）的方法。
• PROCESS FOR THE PREPARATION OF SITAGLIPTIN AND INTERMEDIATE COMPOUNDS
  申请人：CIPLA LIMITED

  公开号：US20150197523A1

  公开（公告）日：2015-07-16

  There is provided a process for the preparation of sitagliptin or a pharmaceutically acceptable salt thereof, and a process for the preparation of intermediate compounds useful in the preparation of sitagliptin. In particular, there is provided a process comprising condensing 3-tert-butoxycarbonylamino-4-(2,4,5-trifluorophenyl)butyric acid of formula (II) with 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine of formula (III) or a salt thereof in presence of a catalyst to obtain (R)-tert-butyl-4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]-triazolo[4,3-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl)butan-2-yl-carbamate of formula (IV) or a pharmaceutically acceptable salt thereof. The catalyst is represented by the compound of formula (V). Compound of formula (IV) or its pharmaceutically acceptable salt obtained may be deprotected to obtain a compound of formula (I).

  本发明提供了一种制备西格列汀或其药学上可接受的盐的方法，以及用于制备西格列汀的中间化合物的方法。具体而言，提供了一种方法，其包括在催化剂的存在下将式（II）的3-叔丁氧羰基氨基-4-(2,4,5-三氟苯基)丁酸与式（III）的3-(三氟甲基)-5,6,7,8-四氢-[1,2,4]三唑并[4,3-a]吡嗪或其盐缩合，以得到式（IV）的(R)-叔丁基-4-氧代-4-(3-(三氟甲基)-5,6-二氢-[1,2,4]-三唑并[4,3-a]吡嗪-7(8H)-基)-1-(2,4,5-三氟苯基)丁基氨基甲酸酯或其药学上可接受的盐。催化剂由式（V）的化合物表示。所得到的式（IV）的化合物或其药学上可接受的盐可以去保护得到式（I）的化合物。
• METHOD OF PREPARING SITAGLIPTIN AND INTERMEDIATES USED THEREIN
  申请人：Kim Nam Du

  公开号：US20120214997A1

  公开（公告）日：2012-08-23

  Disclosed are a novel, simple and low-cost method for preparing sitagliptin, as DPP-IV (dipeptidyl peptidase IV) inhibitor, which is useful in treating type 2 diabetes mellitus and key intermediates used in said preparation of sitagliptin.

  本发明涉及一种制备西格列汀的新型、简单、低成本方法，西格列汀是DPP-IV（二肽基肽酶IV）抑制剂，可用于治疗2型糖尿病，并公开了用于制备西格列汀的关键中间体。
• INTERMEDIATES OF SITAGLIPTIN AND PREPARATION PROCESS THEREOF
  申请人：Zhejiang Hisoar Pharmaceutical Co., Ltd

  公开号：EP2647624B1

  公开（公告）日：2016-10-12