3-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-5-yl)pyridine | 1417450-05-5

• 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: 3-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-5-yl)pyridine
• 英文别名: Trimethyl-[2-[(5-pyridin-3-yl-1,2,4-triazol-1-yl)methoxy]ethyl]silane；trimethyl-[2-[(5-pyridin-3-yl-1,2,4-triazol-1-yl)methoxy]ethyl]silane
• CAS: 1417450-05-5
• 化学式: C₁₃H₂₀N₄OSi
• 分子量: 276.414
• InChiKey: KJHOIUNUXSPJEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  52.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-5-yl)pyridine 在 10 wt% Pd(OH)2 on carbon 、 氢气 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 以80%的产率得到3-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-5-yl)piperidine
  参考文献：
  名称：

  [EN] ANTAGONISTS OF MRGX2
  [FR] ANTAGONISTES DE MRGX2

  摘要：

  本申请涉及式（I）的化合物，它们是MrgX2（Mas相关基因X2）的拮抗剂，因此可用作治疗剂，具体用于治疗慢性自发性荨麻疹、肥大细胞增多症、寒冷性荨麻疹、特应性皮炎、酒渣鼻、克隆病、溃疡性结肠炎、肠易激综合征、类风湿性关节炎、纤维肌痛、鼻息肉、神经痛、炎症性疼痛、慢性瘙痒、药物诱导的过敏反应、代谢综合征、食管反流、哮喘、咳嗽或偏头痛的治疗剂。

  公开号：

  WO2022152852A1
• 作为产物：
  描述：

  2-(三甲基硅烷基)乙氧甲基氯 在 butyl di-1-adamantylphosphine tetrafluoroborate 、 palladium diacetate 、 sodium hydride 、 potassium carbonate 、 三甲基丙酮酸 作用下， 以 四氢呋喃 、 甲苯 、 mineral oil 为溶剂， 反应 34.0h， 生成 3-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-5-yl)pyridine
  参考文献：
  名称：

  C–H Bonds as Ubiquitous Functionality: Preparation of Multiple Regioisomers of Arylated 1,2,4-Triazoles via C–H Arylation

  摘要：

  We describe a general approach for the synthesis of complex aryl 1,2,4-triazoles. The electronic character of the C-H bonds and the triazole ring allows for the regioselective C-H arylation of 1-alkyl- and 4-alkyltriazoles under catalytic conditions. We have also developed the SEM and THP switch as well as trans-N-alkylation, which enable sequential arylation of the triazole ring to prepare 3,5-diaryltriazoles. This new strategy provides rapid access to a variety of arylated 1,2,4-triazoles and well complements existing cyclization methods.

  DOI：

  10.1021/jo3021677

文献信息

• C–H Bonds as Ubiquitous Functionality: Preparation of Multiple Regioisomers of Arylated 1,2,4-Triazoles via C–H Arylation
  作者：Jung Min Joo、Pengfei Guo、Dalibor Sames

  DOI：10.1021/jo3021677

  日期：2013.1.18

  We describe a general approach for the synthesis of complex aryl 1,2,4-triazoles. The electronic character of the C-H bonds and the triazole ring allows for the regioselective C-H arylation of 1-alkyl- and 4-alkyltriazoles under catalytic conditions. We have also developed the SEM and THP switch as well as trans-N-alkylation, which enable sequential arylation of the triazole ring to prepare 3,5-diaryltriazoles. This new strategy provides rapid access to a variety of arylated 1,2,4-triazoles and well complements existing cyclization methods.
• [EN] ANTAGONISTS OF MRGX2<br/>[FR] ANTAGONISTES DE MRGX2
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2022152852A1

  公开（公告）日：2022-07-21

  This application relates to compounds of Formula (I), which are antagonists of MrgX2 (Mas-related Gene X2) and thus are useful as therapeutic agents, specifically therapeutic agents for use in the treatment of chronic spontaneous urticaria, mastocytosis, cold urticaria, atopic dermatitis, rosacea, Crohns disease, ulcerative colitis, irritable bowel syndrome, rheumatoid arthritis, fibromyalgia, nasal polyps, neuropathic pain, inflammatory pain, chronic itch, drug-induced anaphlactoid reactions, metabolic syndrome, oesophagus reflux, asthma, cough, or migraine.

  本申请涉及式（I）的化合物，它们是MrgX2（Mas相关基因X2）的拮抗剂，因此可用作治疗剂，具体用于治疗慢性自发性荨麻疹、肥大细胞增多症、寒冷性荨麻疹、特应性皮炎、酒渣鼻、克隆病、溃疡性结肠炎、肠易激综合征、类风湿性关节炎、纤维肌痛、鼻息肉、神经痛、炎症性疼痛、慢性瘙痒、药物诱导的过敏反应、代谢综合征、食管反流、哮喘、咳嗽或偏头痛的治疗剂。