1-溴-3-氯丙烷 → 6-(3-Chloropropoxy)-5-(2,4-difluorophenoxy)-1-isobutyl-1H-indazole

HRID 1715612

反应方程式

HRID 1715612 反应方程式
[F:1][C:2]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:3]=1[O:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[OH:14])[N:10]([CH2:15][CH:16]([CH3:18])[CH3:17])[N:9]=[CH:8]2.C([O-])([O-])=O.[Cs+].[Cs+].Br[CH2:31][CH2:32][CH2:33][Cl:34]>CN(C=O)C.O.CCOCC>[Cl:34][CH2:33][CH2:32][CH2:31][O:14][C:13]1[CH:12]=[C:11]2[C:7]([CH:8]=[N:9][N:10]2[CH2:15][CH:16]([CH3:18])[CH3:17])=[CH:6][C:5]=1[O:4][C:3]1[CH:19]=[CH:20][C:21]([F:23])=[CH:22][C:2]=1[F:1]

参与物

7

反应物 3

HCID 80061-溴-3-氯丙烷HCID 10796碳酸氢铯HCID 1361636625-(2,4-difluorophenoxy)-1-isobutyl-1H-indazol-6-ol

产物 1

HCID 674106266-(3-Chloropropoxy)-5-(2,4-difluorophenoxy)-1-isobutyl-1H-indazole

试剂、催化剂与溶剂 3

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂HCID 3283乙醚溶剂HCID 6228N,N-二甲基甲酰胺溶剂

反应条件

温度
80 °C

实验过程

To a solution of 5-(2,4-difluorophenoxy)-1-isobutyl-1H-indazol-6-ol (0.015 g, 0.05 mmol) in DMF (1 mL) was added Cs2CO3. The reaction mixture was stirred for 30 minutes before the addition of 1-bromo-3-chloropropane (0.01 g, 0.08 mmol) and then was heated to 80° C. for 25 hours. After cooling the mixture to room temperature, the reaction mixture was diluted with water and ether and the layers separated. The aqueous layer was extracted with ether and the combined organic layers were washed with 1N NaOH, water, and brine. The crude mixture was dried over Na2SO4 and concentrated under reduced pressure to afford the product with a small impurity. The crude mixture was used in the next reaction without further purification.

后处理

  1. temperatureAfter cooling the mixture to room temperature
  2. customthe layers separated
  3. extractionThe aqueous layer was extracted with ether
  4. washthe combined organic layers were washed with 1N NaOH, water, and brine
  5. dry with materialThe crude mixture was dried over Na2SO4
  6. concentrationconcentrated under reduced pressure
  7. customto afford the product with a small impurity

来源与证据

ORD记录
ord-b46c06d0c4cb41c494f48b20e8704c47
来源数据集
uspto-grants-2010_09
专利号
US07799782B2

关联笔记

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