Water → 2-(4-Bromophenoxy)-3-(2-methoxyethyl)-3H-imidazo[4,5-b]pyridine

HRID 573336노트

반응식

HRID 573336 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[H-].[Na+].[CH3:11][O:12][CH2:13][CH2:14][N:15]1[C:19]2=[N:20][CH:21]=[CH:22][CH:23]=[C:18]2[N:17]=[C:16]1S(C)(=O)=O.O>CN(C=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:16]2[N:15]([CH2:14][CH2:13][O:12][CH3:11])[C:19]3=[N:20][CH:21]=[CH:22][CH:23]=[C:18]3[N:17]=2)=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 78084-BromophenolHCID 24758Sodium hydrideHCID 667277733-(2-methoxyethyl)-2-(methylsulfonyl)-3H-imidazo[4,5-b]pyridine

생성물 1

HCID 667277232-(4-Bromophenoxy)-3-(2-methoxyethyl)-3H-imidazo[4,5-b]pyridine수율 89.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a stirred solution of 4-bromophenol (149 mg) in DMF (4 mL) was added NaH (60% in oil, 36.0 mg) at room temperature. The mixture was stirred at room temperature for 30 min. To the mixture was added 3-(2-methoxyethyl)-2-(methylsulfonyl)-3H-imidazo[4,5-b]pyridine (200 mg). The mixture was exposed to microwave irradiation at 180° C. for 30 min, treated with water, and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane) to give the title compound (243 mg).

후처리

  1. customirradiation at 180° C. for 30 min
  2. extractionextracted with AcOEt
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (AcOEt/hexane)

출처 및 근거

ORD 기록
ord-57e5f84173374060a9f1e83bfca54484
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029536B2

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