3-Methoxyaniline → 6-(2-(3-methoxyphenylamino)pyrimidin-4-yloxy)-N,2-dimethylbenzofuran-3-carboxamide

HRID 16240

반응식

HRID 16240 반응식
Cl[C:2]1[N:7]=[C:6]([O:8][C:9]2[CH:22]=[CH:21][C:12]3[C:13]([C:17]([NH:19][CH3:20])=[O:18])=[C:14]([CH3:16])[O:15][C:11]=3[CH:10]=2)[CH:5]=[CH:4][N:3]=1.[CH3:23][O:24][C:25]1[CH:26]=[C:27]([CH:29]=[CH:30][CH:31]=1)[NH2:28]>CN(C=O)C>[CH3:23][O:24][C:25]1[CH:26]=[C:27]([NH:28][C:2]2[N:7]=[C:6]([O:8][C:9]3[CH:22]=[CH:21][C:12]4[C:13]([C:17]([NH:19][CH3:20])=[O:18])=[C:14]([CH3:16])[O:15][C:11]=4[CH:10]=3)[CH:5]=[CH:4][N:3]=2)[CH:29]=[CH:30][CH:31]=1

참가 물질

4

반응물 2

HCID 108243-MethoxyanilineHCID 592247496-(2-chloropyrimidin-4-yloxy)-N,2-dimethylbenzofuran-3-carboxamide

생성물 1

HCID 461901556-(2-(3-methoxyphenylamino)pyrimidin-4-yloxy)-N,2-dimethylbenzofuran-3-carboxamide수율 80%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

6-(2-chloropyrimidin-4-yloxy)-N,2-dimethylbenzofuran-3-carboxamide (0.1 mmol) and 3-methoxyaniline (0.1 mmol) were dissolved in 0.5 ml DMF. To this was added p-TsOH monohydrate (0.2 mmol). The reaction mixture was stirred at 60° C. for 5 hours, and subjected to extraction with ethyl acetate. Then water was added and the mixture was subjected to extraction with ethyl acetate. The organic layer was washed with water and brine sequentially, dried over anhydrous Na2SO4, and concentrated. The resulting residue was purified by column chromatography to provide the title product in a yield of 80%.

후처리

  1. extractionsubjected to extraction with ethyl acetate
  2. additionThen water was added
  3. extractionthe mixture was subjected to extraction with ethyl acetate
  4. washThe organic layer was washed with water and brine sequentially
  5. dry with materialdried over anhydrous Na2SO4
  6. concentrationconcentrated
  7. customThe resulting residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-6c9f9b57843d4fe9a20c843dfd7e6fce
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737157B2

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