Sodium Hydroxide → 5-((6-Chloropyrimidin-4-yl)oxy)-1H-indole

HRID 1993598

反応式

HRID 1993598 の反応式
[OH-].[Na+].CC(C)=O.O.Cl[C:9]1[CH:14]=[C:13]([Cl:15])[N:12]=[CH:11][N:10]=1.[OH:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][CH:21]=[CH:20]2>CCOC(C)=O.O>[Cl:15][C:13]1[N:12]=[CH:11][N:10]=[C:9]([O:16][C:17]2[CH:18]=[C:19]3[C:23](=[CH:24][CH:25]=2)[NH:22][CH:21]=[CH:20]3)[CH:14]=1

参加物

7

反応物 4

HCID 14798Sodium HydroxideHCID 160545-HydroxyindoleHCID 709434,6-DichloropyrimidineHCID 18366337Propan-2-one--water (1/1)

生成物 1

HCID 574551565-((6-Chloropyrimidin-4-yl)oxy)-1H-indole

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
65 °C

実験手順

To a mixture of NaOH (720 mg, 18 mmol) and acetone/water 1:1 (72 ml), 4,6-dichloropyrimidine (2.4 g, 18 mmol) and 5-hydroxy-indole (2.68 g, 18 mmol) are added. After stirring for 70 min at 65° C., the brownish solution is cooled to rt and diluted with AcOEt and water. The aqueous layer is separated off and extracted twice with AcOEt. The organic layers are washed with water, saturated Na2CO3 solution, water and brine, dried (Na2SO4) and concentrated. The crude product can be used without further purification: m.p.: 137-138° C.; MS: [M+1]+=246.

後処理

  1. additionare added
  2. temperaturethe brownish solution is cooled to rt
  3. customThe aqueous layer is separated off
  4. extractionextracted twice with AcOEt
  5. washThe organic layers are washed with water, saturated Na2CO3 solution, water and brine
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated
  8. customThe crude product can be used without further purification

出典と根拠

ORDレコード
ord-fda71291314b4954ab91941c4e258e26
出典データセット
uspto-grants-2010_01
特許番号
US07652022B2

関連ノート

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