伊潘立酮杂质HC102-201807 | 1375651-09-4

• 物质功能分类: 有机原料 - 酮类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 伊潘立酮杂质HC102-201807
• 中文别名: 伊潘立酮-N-氧化物；伊潘立酮杂质HC12-2187
• 英文名称: 1-[3-(4-acetyl-2-methoxyphenoxy)propyl]-4-(6-fluorobenzo[d]isoxazol-3-yl)piperidine N-oxide
• 英文别名: Iloperidone N-Oxide；1-[4-[3-[4-(6-fluoro-1,2-benzoxazol-3-yl)-1-oxidopiperidin-1-ium-1-yl]propoxy]-3-methoxyphenyl]ethanone
• CAS: 1375651-09-4
• 化学式: C₂₄H₂₇FN₂O₅
• 分子量: 442.487
• InChiKey: ILSADFMLVIKNNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  79.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-（3-氯丙基氧基）-3-甲氧基苯乙酮 在 水 、 双氧水 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.5h， 生成 伊潘立酮杂质HC102-201807
  参考文献：
  名称：

  Improved and Efficient Process for the Production of Highly Pure Iloperidone: A Psychotropic Agent

  摘要：

  The present work describes an improved and highly efficient process for the synthesis of iloperidone (1), an antipsychotic agent, which is free from potential impurities. The synthesis comprises N-alkylation of 1-(4-(3-chloropropoxy)-3-methoxyphenyl)ethanone (4) with 6-fluoro-3-piperidin-4-yl-1,2-benzisoxazole hydrochloride (5) in a mixture of water and heptane as solvent and sodium hydroxide as a base in the presence of tetrabutylammonium bromide as a phase transfer catalyst to yield iloperidone (1) with a yield of around 95% and a purity of 99.80% by HPLC. The present work also describes the optimization details performed to achieve the process attributes responsible for high yield and purity.

  DOI：

  10.1021/op400335p

文献信息

• Improved and Efficient Process for the Production of Highly Pure Iloperidone: A Psychotropic Agent
  作者：Pavankumar V. Solanki、Sekhar Babu Uppelli、Bhushan S. Pandit、Vijayavitthal T. Mathad

  DOI：10.1021/op400335p

  日期：2014.2.21

  The present work describes an improved and highly efficient process for the synthesis of iloperidone (1), an antipsychotic agent, which is free from potential impurities. The synthesis comprises N-alkylation of 1-(4-(3-chloropropoxy)-3-methoxyphenyl)ethanone (4) with 6-fluoro-3-piperidin-4-yl-1,2-benzisoxazole hydrochloride (5) in a mixture of water and heptane as solvent and sodium hydroxide as a base in the presence of tetrabutylammonium bromide as a phase transfer catalyst to yield iloperidone (1) with a yield of around 95% and a purity of 99.80% by HPLC. The present work also describes the optimization details performed to achieve the process attributes responsible for high yield and purity.