1-Bromo-3-chloropropane → 6-(3-Chloropropoxy)-5-(2,4-difluorophenoxy)-1-isobutyl-1H-indazole

HRID 909190

反応式

HRID 909190 の反応式
[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]

参加物

7

反応物 3

HCID 80061-Bromo-3-chloropropaneHCID 10796Cesium carbonateHCID 1361636625-(2,4-difluorophenoxy)-1-isobutyl-1H-indazol-6-ol

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a7f00780ae104f64a3cc9672cdef1589
出典データセット
uspto-grants-2011_09
特許番号
US08017641B2

関連ノート

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