Potassium Carbonate → 6-Benzyloxy-4-(4-fluoroindol-5-yloxy)-7-methoxyquinazoline

HRID 916412노트

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HRID 916412 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][C:18]=1[O:19][CH3:20])[N:15]=[CH:14][N:13]=[C:12]2Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:22][C:23]1[C:31]([OH:32])=[CH:30][CH:29]=[C:28]2[C:24]=1[CH:25]=[CH:26][NH:27]2.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][C:18]=1[O:19][CH3:20])[N:15]=[CH:14][N:13]=[C:12]2[O:32][C:31]1[C:23]([F:22])=[C:24]2[C:28](=[CH:29][CH:30]=1)[NH:27][CH:26]=[CH:25]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 114265806-(Benzyloxy)-4-chloro-7-methoxyquinazolineHCID 220305534-fluoro-1H-indol-5-ol

생성물 1

HCID 589602306-Benzyloxy-4-(4-fluoroindol-5-yloxy)-7-methoxyquinazoline수율 67%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
95 °C

실험 절차

A mixture of 6-benzyloxy-4-chloro-7-methoxyquinazoline (0.88 g, 2.9 mmol), (EP1153920 production examples 28-30), 4-fluoro-5-hydroxyindole (0.53 g, 3.5 mmol) and potassium carbonate (0.607 g, 4.39 mmol) in DMF (18 ml) was stirred at 95° C. for 2 hours. After cooling, the mixture was filtered and the volatiles were removed under vacuum. The residue was purified by column chromatography eluting with increasingly polar mixtures of methylene chloride and ethyl acetate to give 6-benzyloxy-4-(4-fluoroindol-5-yloxy)-7-methoxyquinazoline (0.8 g, 67%).

후처리

  1. temperatureAfter cooling
  2. filtrationthe mixture was filtered
  3. customthe volatiles were removed under vacuum
  4. customThe residue was purified by column chromatography
  5. washeluting
  6. temperaturewith increasingly polar mixtures of methylene chloride and ethyl acetate

출처 및 근거

ORD 기록
ord-d3be98f3dde441d897163705fe11fd16
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07268230B2

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