Ethyl Acetate → 2-(4,6-Dimethoxypyrimidine-2-ylcarbonyl)aniline

HRID 916738

반응식

HRID 916738 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[NH:13]C=2C)[N:4]=1.C(OCC)(=[O:23])C.O=[O+][O-]>O>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([C:11]([C:19]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[NH2:13])=[O:23])[N:4]=1

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 24823OzoneHCID 129793683-(4,6-Dimethoxypyrimidine-2-yl)-2-methylindole2회

생성물 1

HCID 178567502-(4,6-Dimethoxypyrimidine-2-ylcarbonyl)aniline수율 46%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

In a reactor were placed 0.60 g (22 m moles) of 3-(4,6-dimethoxypyrimidine-2-yl)-2-methylindole and 20 ml of ethyl acetate. Thereinto was blown ozone at 0° C. to 10° C. for 4 hours. Thin-layer chromatography was conducted to confirm the disappearance of 3-(4,6-dimethoxypyrimidine-2-yl)-2-methylindole and complete a reaction. Then, the reaction mixture was heated to room temperature and concentrated. To the concentrate were added 20 ml of methanol and 5 ml of 6 N hydrochloric acid, and refluxing was made for 1 hour with heating. After the completion of the reaction, the reaction mixture was cooled to room temperature. 100 ml of water was added. The mixture was made alkaline with an aqueous sodium hydroxide solution, and extraction was made with ethyl acetate. The organic layer was concentrated. The concentrate was subjected to column chromatography separation to obtain 0.26 g (10 m moles) of 2-(4,6-dimethoxypyrimidine-2-ylcarbonyl)aniline. Yield: 46%

후처리

  1. customIn a reactor were placed
  2. customat 0° C. to 10° C.
  3. customfor 4 hours
  4. customa reaction
  5. concentrationconcentrated
  6. additionTo the concentrate were added 20 ml of methanol and 5 ml of 6 N hydrochloric acid
  7. temperaturerefluxing
  8. temperaturewith heating
  9. customAfter the completion of the reaction
  10. temperaturethe reaction mixture was cooled to room temperature
  11. extractionwith an aqueous sodium hydroxide solution, and extraction
  12. concentrationThe organic layer was concentrated
  13. customThe concentrate was subjected to column chromatography separation

출처 및 근거

ORD 기록
ord-5ce376b57b1d4a01a76d1c2a7386f97a
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07271263B2

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