ethyl 5-methyl-2-[4-(trifluoromethyl)phenyl]-1H-imidazole-4-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 5-methyl-2-[4-(trifluoromethyl)phenyl]-1H-imidazole-4-carboxylate
• 化学式: C₁₄H₁₃F₃N₂O₂
• 分子量: 298.265
• InChiKey: BZDLFGDRBIXYSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 5-methyl-2-[4-(trifluoromethyl)phenyl]-1H-imidazole-4-carboxylate 在 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 3.5h， 生成 [1-(2-methoxyethyl)-5-methyl-2-[4-(trifluoromethyl)phenyl]imidazol-4-yl]methanol
  参考文献：
  名称：

  [EN] NOVEL PIPERIDINE DERIVATIVES
  [FR] NOUVEAUX DÉRIVÉS DE PIPÉRIDINE

  摘要：

  这项发明涉及一种化合物，其化学式为（I），其中A1，A2和R1至R3的定义如描述和索赔中所述。化合物的化学式（I）可用作药物。

  公开号：

  WO2016087352A1
• 作为产物：
  描述：

  rac-2-(4-(trifluoromethyl)benzamido)propanoic acid 在 三丁基膦 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 ethyl 5-methyl-2-[4-(trifluoromethyl)phenyl]-1H-imidazole-4-carboxylate
  参考文献：
  名称：

  Synthesis of Di- and Tri-Substituted Imidazole-4-carboxylates via PBu₃-Mediated [3 + 2] Cycloaddition

  摘要：

  Some new di- and trisubstituted imidazole-4-carboxylates were prepared from amidoacetic acids 3 in the present report. The key step to establish such imidazole-4-carboxylates stemmed from the PBu3-mediated [3+2] cycloaddition between in situ-generated 2-oxazolinone 4 and ethyl cyanoformate6. Our results indicated that trisubstituted imidazoles 7-20 were afforded in better yields than those of disubstituted imidazoles 21-27. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2011.644846

文献信息

• Piperidine derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US10172843B2

  公开（公告）日：2019-01-08

  The invention relates to a compound of formula (I) wherein A1, A2 and R1 to R3 are defined as in the description and in the claims. The compound of formula (I) can be used as a medicament.

  本发明涉及一种式 (I) 的化合物 其中 A1、A2 和 R1 至 R3 的定义见说明书和权利要求书。式（I）化合物可用作药物。
• NOVEL PIPERIDINE DERIVATIVES
  申请人：F. Hoffmann-La Roche AG

  公开号：EP3227282A1

  公开（公告）日：2017-10-11
• Synthesis of Di- and Tri-Substituted Imidazole-4-carboxylates via PBu₃-Mediated [3 + 2] Cycloaddition
  作者：Mei-Yuan Hsu、Justin Dietrich、Christopher Hulme、Arthur Y. Shaw

  DOI：10.1080/00397911.2011.644846

  日期：2013.6.3

  Some new di- and trisubstituted imidazole-4-carboxylates were prepared from amidoacetic acids 3 in the present report. The key step to establish such imidazole-4-carboxylates stemmed from the PBu3-mediated [3+2] cycloaddition between in situ-generated 2-oxazolinone 4 and ethyl cyanoformate6. Our results indicated that trisubstituted imidazoles 7-20 were afforded in better yields than those of disubstituted imidazoles 21-27. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.
• [EN] NOVEL PIPERIDINE DERIVATIVES<br/>[FR] NOUVEAUX DÉRIVÉS DE PIPÉRIDINE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2016087352A1

  公开（公告）日：2016-06-09

  The invention relates to a compound of formula (I) wherein A1, A2 and R1to R3 are defined as in the description and in the claims. The compound of formula (I) can be used as a medicament.

  这项发明涉及一种化合物，其化学式为（I），其中A1，A2和R1至R3的定义如描述和索赔中所述。化合物的化学式（I）可用作药物。