1-(2-tetrahydropyranyl)-5-ethoxy-indolin-2-one | 321527-54-2

• 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: 1-(2-tetrahydropyranyl)-5-ethoxy-indolin-2-one
• 英文别名: 5-ethoxy-1-(oxan-2-yl)-3H-indol-2-one
• CAS: 321527-54-2
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: CAQRCSIIGKENJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  505.2±50.0 °C(Predicted)
• 密度：
  1.200±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-tetrahydropyranyl)-5-ethoxy-indolin-2-one 、 丙烯酸乙酯 在 sodium ethanolate 作用下， 以 甲苯 、 Petroleum ether 为溶剂， 以78%的产率得到1-(2-tetrahydropyranyl)-3-(di-/ethoxycarbonylethyl)-5-ethoxy-indolin-2-one
  参考文献：
  名称：

  US6573386

  摘要：

  公开号：

文献信息

• New process for the preparation of spiro[(4-cyclohexanone)-[3H]indol-2'[1'H]-one derivatives
  申请人：——

  公开号：US20030212278A1

  公开（公告）日：2003-11-13

  The invention relates to a process for the preparation of spiro[(4-cyclohexanone)-[3H]indol]-2′[1′H]-one derivatives of the general formula I 1 wherein R 1 and R 2 independently stand for hydrogen, C 1-4 alkyl, C 1-4 alkoxy, C 1-4 alkylthio, C 1-4 polyfluoroalkyl, C 1-4 polyfluoroalkoxy, C 3-7 cycloalkyloxy, C 3-7 cycloalkylthio, phenoxy, benzyloxy or nitro group—, characterized by reacting an indolin-2-one derivative of the general formula II 2 wherein R 1 and R 2 are as defined above—with a compound capable for introducing a protective group, selected from 2-tetrahydropyranyl, 1-diethoxy-methylene or C 1-4 alkoxycarbonylethyl group, coupling the compound of general formula III, 3 thus obtained—wherein R 1 and R 2 are as defined above and A stands for a protective group, selected from 2-tetrahydropyranyl, 1-diethoxy-methylene or C 1-4 alkoxycarbonylethyl group—with an acrylic acid C 1-4 ester, cyclizing the resulting compound of the general formula IV 4 wherein R 1 , R 2 and A are as defined above, R 3 stands for C 1-4 alkyl group—, eliminating the —COOR 3 group and the A protective group of the keto-ester of general formula V 5 wherein R 1 , R 2 , R 3 and A are as defined above, optionally without isolation of the compounds of the general formulae IV 6 7

  本发明涉及一种通式 I 的螺[(4-环己酮)-[3H]吲哚]-2′[1′H]-酮衍生物的制备方法 1 其中 R 1 和 R 2 分别代表氢、C 1-4 烷基 1-4 烷氧基 1-4 烷硫基，C 1-4 多氟烷基，C 1-4 多氟烷氧基，C 3-7 环烷氧基，C 3-7 环烷基硫基、苯氧基、苄氧基或硝基、 其特征在于将通式 II 的吲哚啉-2-酮衍生物反应为 2 其中 R 1 和 R 2 是如上定义的--可引入保护基团的化合物，保护基团选自 2-四氢吡喃基、1-二乙氧基亚甲基或 C 1-4 烷氧羰基乙基，将通式 III 的化合物偶联、 3 其中 R 1 和 R 2 代表保护基团，选自 2-四氢吡喃基、1-二乙氧基亚甲基或 C 1-4 烷氧基羰基乙基--丙烯酸 C 1-4 酯，使所得通式 IV 的化合物环化 4 其中 R 1 , R 2 和 A 如上定义，R 3 代表 C 1-4 烷基，去掉 -COOR 3 基团和通式 V 的酮酯的 A 保护基团 5 其中 R 1 , R 2 , R 3 和 A 如上所定义，通式 IV 的化合物可选择不分离 6 7
• PROCESS FOR THE PREPARATION OF SPIRO[(4-CYCLOHEXANONE)- [3H] INDOL-2'[1'H]-ONE DERIVATIVES
  申请人：SANOFI-SYNTHELABO

  公开号：EP1200404A2

  公开（公告）日：2002-05-02
• US6573386B1
  申请人：——

  公开号：US6573386B1

  公开（公告）日：2003-06-03
• US6884895B2
  申请人：——

  公开号：US6884895B2

  公开（公告）日：2005-04-26
• [EN] NEW PROCESS FOR THE PREPARATION OF SPIRO [(4-CYCLOHEXANONE)-[3H]INDOL]-2'[1'H]-ONE DERIVATIVES<br/>[FR] NOUVEAU PROCEDE DE PREPARATION DE DERIVES SPIRO [(4-CYCLOHEXANONE)-[3H]INDOL]-2'[1'H]-ONE
  申请人：SANOFI SYNTHELABO

  公开号：WO2001005760A2

  公开（公告）日：2001-01-25

  The invention relates to a process for the preparation of spiro[(4-cyclohexanone)- [3H]indol]- 2'[1'H]- one derivatives of general formula (I) - wherein R?1 and R2¿ independently stand for hydrogen, C¿1-4?alkyl, C1-4alkoxy, C1-4alkylthio, C1-4 polyfluoroalkyl, C1-4 polyfluoroalkoxy, C3-7 cycloalkyloxy, C3-7cycloalkylthio, phenoxy, benzyloxy or nitro group -, characterized by reacting an indolin-2-one derivative of general formula (II) - wherein R?1 and R2¿ are as defined above - with a compound capable for introducing a protective group, coupling the compound of general formula (III), thus obtained - wherein R?1 and R2¿ are as defined above and A stands for a protective group - with acrylic acid C¿1-4?ester, cyclizing the resulting compound of general formula (IV)- wherein R?1 and R2¿ are as defined above - with a compound capable for introducing a protective group, coupling the compound of formula (III) thus obtained, - wherein R?1 and R2¿ are as defined above and A stands for a protective group - with an acrylic acid C1-4 ester; cyclizing the resulting compound of formula (IV) - wherein R?1 and R2¿ are as defined above R3 stands for C¿1-4?alkyl and A stands for a protective group -, eliminating the -COOR?3¿ group and the A protective group of the keto-ester of general formula (V) - wherein R?1 and R2¿ are as defined above, R3 stands for C¿1-4?alkyl and A stands for a protective group -, optionally without isolation of the compounds of general formulae (IV) and/or (V) and/or (VI).