2-Ethylphenylhydrazine Hydrochloride → 3-(4,6-Dimethoxypyrimidine-2-yl)-2-methyl-7-ethylindole

HRID 492124

반응식

HRID 492124 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.[CH2:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[NH:24]N)[CH3:17]>[Cl-].[Zn+2].[Cl-].C1(C)C=CC=CC=1>[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]([CH2:16][CH3:17])[CH:23]=[CH:22][CH:21]=3)[NH:24][C:12]=2[CH3:13])[N:4]=1

참가 물질

5

반응물 2

HCID 27332092-Ethylphenylhydrazine HydrochlorideHCID 112640521-(4,6-Dimethoxypyrimidin-2-yl)propan-2-one

생성물 1

HCID 113354733-(4,6-Dimethoxypyrimidine-2-yl)-2-methyl-7-ethylindole수율 81.3%

시약·촉매·용매 2

HCID 3007855Zincchloride촉매HCID 1140Toluene용매

실험 절차

Into a reactor were fed 2.4 g (12.2 m moles) of 1-(4,6-dimethoxypyrimidine-2-yl)-2-propanone, 1.7 g (9.98 m moles) of 2-ethylphenylhydrazine hydrochloride, 1.4 g (10.2 m moles) of zinc chloride and 10 ml of toluene, followed by refluxing for 2 hours with heating. After the completion of the reaction, the reaction mixture was cooled to room temperature. Thereto were added water and ethyl acetate and phase separation was made. The ethyl acetate layer was concentrated. The concentrate was subjected to silica gel column chromatography separation (developing solvent: n-hexane/ethyl acetate) to obtain 2.38 g (8.01 m moles) of 3-(4,6-dimethoxypyrimidine-2-yl)-2-methyl-7-ethylindole.

후처리

  1. customInto a reactor were fed
  2. temperatureby refluxing for 2 hours
  3. temperaturewith heating
  4. customAfter the completion of the reaction
  5. additionThereto were added
  6. customwater and ethyl acetate and phase separation
  7. concentrationThe ethyl acetate layer was concentrated
  8. customThe concentrate was subjected to silica gel column chromatography separation (developing solvent: n-hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-7ca7b929b3404bd9a5c82ca13cd441c8
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07531654B2

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