2-甲基-2-丙基2-溴-4-甲基-1,3-噻唑-5-羧酸酯 | 81569-41-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-甲基-2-丙基2-溴-4-甲基-1,3-噻唑-5-羧酸酯
• 中文别名: 7-氯-2-羟基-3-苯基喹啉-4(1H)-酮
• 英文名称: tert-butyl 2-bromo-4-methylthiazole-5-carboxylate
• 英文别名: tert-butyl 2-bromo-4-methyl-1,3-thiazole-5-carboxylate
• CAS: 81569-41-7
• 化学式: C₉H₁₂BrNO₂S
• 分子量: 278.17
• InChiKey: YVRVNOFUKLRCGV-UHFFFAOYSA-N

物化性质

• 沸点：
  94-96 °C(Press: 0.1 Torr)
• 密度：
  1.448±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  67.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-甲基-2-丙基2-溴-4-甲基-1,3-噻唑-5-羧酸酯 在 potassium fluoride 、 (PdAlphos)2cod 、 silver fluoride 作用下， 以 甲苯 为溶剂， 反应 14.0h， 以67%的产率得到tert-butyl 2-fluoro-4-methylthiazole-5-carboxylate
  参考文献：
  名称：

  五元杂芳基溴化物的钯催化氟化深度评估

  摘要：

  A thorough investigation of the challenging Pd-catalyzed fluorination of five-membered heteroaryl bromides is presented. Crystallographic studies and density functional theory (DFT) calculations suggest that the challenging step of this transformation is C-F reductive elimination of five-membered heteroaryl fluorides from Pd(II) complexes. On the basis of these studies, we have found that various heteroaryl bromides bearing phenyl groups in the ortho position can be effectively fluorinated under catalytic conditions. Highly activated 2-bromoazoles, such as 8-bromocaffeine, are also viable substrates for this reaction.

  DOI：

  10.1021/acs.organomet.5b00631
• 作为产物：
  描述：

  2-溴-4-甲基-1,3-噻唑-5-甲酸乙酯 在 氢氧化钾 、 硫酸 作用下， 以 水 为溶剂， 生成 2-甲基-2-丙基2-溴-4-甲基-1,3-噻唑-5-羧酸酯
  参考文献：
  名称：

  Barton, Anne; Breukelman, Stephen P.; Kaye, Perry T., Journal of the Chemical Society. Perkin transactions I, 1982, p. 159 - 164

  摘要：

  DOI：

文献信息

• Amide derivative
  申请人：Ikeda Takuya

  公开号：US08476253B2

  公开（公告）日：2013-07-02

  Compounds or pharmacologically acceptable salts thereof are provided. In various embodiments the compounds have an antagonistic effect on a neurokinin NK1 receptor, a neurokinin NK2 receptor, and a muscarine M3 receptor. The compounds are useful as therapeutic agents for bronchial asthma, chronic obstructive pulmonary disease, or the like.

  本发明提供了化合物或其药理学上可接受的盐。在各种实施例中，这些化合物具有对神经激肽NK1受体、神经激肽NK2受体和肌碱M3受体的拮抗作用。这些化合物可用作治疗支气管哮喘、慢性阻塞性肺疾病或类似疾病的治疗剂。
• [EN] METHODS OF TREATMENT WITH AMINOLEVULINIC ACID SYNTHASE 2 (ALAS2) MODULATORS<br/>[FR] MÉTHODE DE TRAITEMENT À L'AIDE DE MODULATEURS DE L'ACIDE AMINOLÉVULINIQUE SYNTHASE 2 (ALAS2)
  申请人：AGIOS PHARMACEUTICALS INC

  公开号：WO2020247819A3

  公开（公告）日：2021-02-25
• BARTON, A. (NEE, BEER);BREUKELMAN, S. P.;KAYE, P. T.;MEAKINS, G. D.;MORGA+, J. CHEM. SOC. PERKIN TRANS., 1982, N 1, 159-164
  作者：BARTON, A. (NEE, BEER)、BREUKELMAN, S. P.、KAYE, P. T.、MEAKINS, G. D.、MORGA+

  DOI：——

  日期：——
• In-Depth Assessment of the Palladium-Catalyzed Fluorination of Five-Membered Heteroaryl Bromides
  作者：Phillip J. Milner、Yang Yang、Stephen L. Buchwald

  DOI：10.1021/acs.organomet.5b00631

  日期：2015.10.12

  A thorough investigation of the challenging Pd-catalyzed fluorination of five-membered heteroaryl bromides is presented. Crystallographic studies and density functional theory (DFT) calculations suggest that the challenging step of this transformation is C-F reductive elimination of five-membered heteroaryl fluorides from Pd(II) complexes. On the basis of these studies, we have found that various heteroaryl bromides bearing phenyl groups in the ortho position can be effectively fluorinated under catalytic conditions. Highly activated 2-bromoazoles, such as 8-bromocaffeine, are also viable substrates for this reaction.
• Barton, Anne; Breukelman, Stephen P.; Kaye, Perry T., Journal of the Chemical Society. Perkin transactions I, 1982, p. 159 - 164
  作者：Barton, Anne、Breukelman, Stephen P.、Kaye, Perry T.、Meakins, G. Denis、Morgan, David J.

  DOI：——

  日期：——