Acetone → HCID 23086737, 화합물

HRID 229734노트

반응식

HRID 229734 반응식
CC(C)=O.[CH3:5][C:6]1[CH:7]=[C:8]([OH:26])[C:9]2[CH:10]=[C:11]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=3)[N:12]=[N:13][C:14]=2[CH:15]=1.[CH2:27](Br)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C(=O)([O-])[O-].[K+].[K+]>CCCCCC.C(OCC)(=O)C>[CH2:27]([O:26][C:8]1[CH:7]=[C:6]([CH3:5])[CH:15]=[C:14]2[C:9]=1[CH:10]=[C:11]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=1)[N:12]=[N:13]2)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

참가 물질

6

반응물 4

HCID 180AcetoneHCID 7498Benzyl Bromide2회HCID 11430Potassium Carbonate2회HCID 1354580247-Methyl-3-(3-trifluoromethylphenyl)cinnolin-5-ol

생성물 1

HCID 23086737HCID 23086737, 화합물수율 10%

시약·촉매·용매 1

HCID 21226206Ethyl acetate hexane용매

실험 절차

To an acetone solution (5 mL) of 7-methyl-3-(3-trifluoromethylphenyl)cinnolin-5-ol (69 mg, 0.2 mmol) obtained in Example 70 were added benzyl bromide (0.024 mL) and potassium carbonate (28 mg, 0.2 mmol), followed by stirring at room temperature over night and refluxing under heating for 3 hours. The reaction liquid was further added with benzyl bromide (0.024 mL) and potassium carbonate (28 mg, 0.2 mmol), followed by stirring at room temperature over night, concentration of the reaction liquid under reduced pressure, adding distilled water (1 mL), extraction with ethyl acetate and purification of residue obtained after concentration of an organic layer under reduced pressure, with HPLC column chromatography (hexane/ethyl acetate=3/1) to obtain an objective compound (8 mg, 10%).

후처리

  1. temperaturerefluxing
  2. temperatureunder heating for 3 hours
  3. customThe reaction liquid
  4. stirringby stirring at room temperature over night
  5. customconcentration of the reaction liquid under reduced pressure
  6. additionadding
  7. distillationdistilled
  8. extractionwater (1 mL), extraction
  9. customwith ethyl acetate and purification of residue
  10. customobtained after concentration of an organic layer under reduced pressure

출처 및 근거

ORD 기록
ord-9276c096a003408dbfcfd4dc29f5f592
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07563893B2

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