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

HRID 1163451

반응식

HRID 1163451 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.Cl.[CH3:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[NH:23]N.C(OCC)(=O)C.O>C1(C)C=CC=CC=1.[Cl-].[Zn+2].[Cl-].C(OCC)(=O)C.CCCCCC>[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:18](=[C:17]([CH3:16])[CH:22]=[CH:21][CH:20]=3)[NH:23][C:12]=2[CH3:13])[N:4]=1

참가 물질

8

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 71554o-Tolylhydrazinium(1+) chlorideHCID 112640521-(4,6-Dimethoxypyrimidin-2-yl)propan-2-one

생성물 1

HCID 129793703-(4,6-Dimethoxypyrimidine-2-yl)-2,7-dimethylindole수율 34.2%

시약·촉매·용매 3

HCID 3007855Zincchloride촉매HCID 1140Toluene용매HCID 21226206Ethyl acetate hexane용매

실험 절차

In 20 ml of toluene were dissolved 0.77 g (3.9 m moles) of 1-(4,6-dimethoxypyrimidine-2-yl)-2-propanone and 0.69 g (4.3 m moles) of 2-methylphenylhydrazine hydrochloride. Thereto was added 0.64 g (4.7 m moles) of zinc chloride, followed by refluxing for 2 hours. The reaction mixture was allowed to cool, and then ethyl acetate and water were added to dissolve the whole reaction mixture. The oily layer was washed with water, separated and dried over Glauber's salt. The resulting oily layer was concentrated under reduced pressure using a rotary evaporator, to obtain an orange solid. The solid was treated with ethyl acetate/n-hexane to obtain 0.38 g (1.34 m moles) of 3-(4,6-dimethoxypyrimidine-2-yl)-2,7-dimethylindole. Yield: 34% Melting point: 145 to 147° C.

후처리

  1. temperatureby refluxing for 2 hours
  2. temperatureto cool
  3. dissolutionto dissolve
  4. customthe whole reaction mixture
  5. washThe oily layer was washed with water
  6. customseparated
  7. dry with materialdried over Glauber's salt
  8. concentrationThe resulting oily layer was concentrated under reduced pressure
  9. customa rotary evaporator
  10. customto obtain an orange solid

출처 및 근거

ORD 기록
ord-b7aaa3ed751f449ebe2c9a73e5ca4c65
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07820861B2

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