Water → 3-(4,6-Dimethoxypyrimidine-2-yl)-2-methyl-7-metoxymethylindole

HRID 492125

반응식

HRID 492125 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([CH2:11][C:12](=O)[CH3:13])[N:4]=1.[CH3:15][O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[NH:24]N.C1(C)C=CC=CC=1.O>[Cl-].[Zn+2].[Cl-].C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([C:11]2[C:20]3[C:19](=[C:18]([CH2:17][O:16][CH3:15])[CH:23]=[CH:22][CH:21]=3)[NH:24][C:12]=2[CH3:13])[N:4]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 1140TolueneHCID 112640521-(4,6-Dimethoxypyrimidin-2-yl)propan-2-oneHCID 129793652-Methoxymethylphenylhydrazine

생성물 1

HCID 115732153-(4,6-Dimethoxypyrimidine-2-yl)-2-methyl-7-metoxymethylindole수율 46.2%

시약·촉매·용매 2

HCID 3007855Zincchloride촉매HCID 8857Ethyl Acetate용매

실험 절차

Into a reactor were fed 6.2 g (31.6 m moles) of 1-(4,6-dimethoxypyrimidine-2-yl)-2-propanone, 4.8 g (31.5 m moles) of 2-methoxymethylphenylhydrazine, 4.76 g (34.9 m moles) of zinc chloride and 60 ml of toluene. Refluxing was made for 2 hours with heating. After the completion of the reaction, the reaction mixture was cooled to room temperature. Water and ethyl acetate were added and phase separation was made. The ethyl acetate layer was concentrated. The resulting crystals were washed with diisopropyl ether to obtain 4.57 g (14.6 m moles) of 3-(4,6-dimethoxypyrimidine-2-yl)-2-methyl-7-metoxymethylindole. Yield: 46%

후처리

  1. customInto a reactor were fed
  2. temperatureRefluxing
  3. temperaturewith heating
  4. customAfter the completion of the reaction
  5. customphase separation
  6. concentrationThe ethyl acetate layer was concentrated
  7. washThe resulting crystals were washed with diisopropyl ether

출처 및 근거

ORD 기록
ord-9cf255d73db140c78ebbe8553dcd104d
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07531654B2

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