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

HRID 1993598

반응식

HRID 1993598 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

반응 조건

온도
65 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-fda71291314b4954ab91941c4e258e26
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07652022B2

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