[3-[(1-Methylpyrazol-4-yl)methyl]-1,2,4,5-tetrahydro-3-benzazepin-7-yl]thiourea | 1407150-96-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: [3-[(1-Methylpyrazol-4-yl)methyl]-1,2,4,5-tetrahydro-3-benzazepin-7-yl]thiourea
• 英文别名: [3-[(1-methylpyrazol-4-yl)methyl]-1,2,4,5-tetrahydro-3-benzazepin-7-yl]thiourea
• CAS: 1407150-96-2
• 化学式: C₁₆H₂₁N₅S
• 分子量: 315.442
• InChiKey: VIFAXRGQJAGAED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  91.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [3-[(1-Methylpyrazol-4-yl)methyl]-1,2,4,5-tetrahydro-3-benzazepin-7-yl]thiourea 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 甲烷磺酸 、 三氟乙酸 为溶剂， 反应 1.0h， 以50%的产率得到7-[(1-methyl-1H-pyrazol-4-yl)methyl]-6,7,8,9-tetrahydro-5H-[1,3]thiazolo[4,5-h][3]benzazepin-2-amine
  参考文献：
  名称：

  Efficient and scalable synthesis of thiazole fused benzazepine as a D2 partial agonist

  摘要：

  The development of an efficient and scalable synthetic route to prepare the selective D2 partial agonist (1) is described here. Regioselective nitration of tetrahydrobenzazepine 2, followed by reductive amination, hydrogenation, and oxidative cyclization afforded 1 in good yield, without the need of column chromatography. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.035
• 作为产物：
  描述：

  2,3,4,5 -四氢-1H -苯并[D]氮杂卓 在 palladium 10% on activated carbon 、 氢气 、 sodium methylate 、 sodium acetate 、 三氟乙酸 作用下， 以 甲醇 、 乙醇 为溶剂， 5.0~45.0 ℃ 、344.75 kPa 条件下， 反应 18.75h， 生成 [3-[(1-Methylpyrazol-4-yl)methyl]-1,2,4,5-tetrahydro-3-benzazepin-7-yl]thiourea
  参考文献：
  名称：

  Efficient and scalable synthesis of thiazole fused benzazepine as a D2 partial agonist

  摘要：

  The development of an efficient and scalable synthetic route to prepare the selective D2 partial agonist (1) is described here. Regioselective nitration of tetrahydrobenzazepine 2, followed by reductive amination, hydrogenation, and oxidative cyclization afforded 1 in good yield, without the need of column chromatography. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.035

文献信息

• Efficient and scalable synthesis of thiazole fused benzazepine as a D2 partial agonist
  作者：Hui Xiong、Ye Wu、Scott G. Lehr、William Blackwell、Gary Steelman、Jim Hulsizer、Rebecca A. Urbanek

  DOI：10.1016/j.tetlet.2012.08.035

  日期：2012.10

  The development of an efficient and scalable synthetic route to prepare the selective D2 partial agonist (1) is described here. Regioselective nitration of tetrahydrobenzazepine 2, followed by reductive amination, hydrogenation, and oxidative cyclization afforded 1 in good yield, without the need of column chromatography. (C) 2012 Elsevier Ltd. All rights reserved.