Dimethyl Sulfoxide → 5-Bromo-1-isopropylpyrimidin-2(1H)-one

HRID 1693082노트

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HRID 1693082 반응식
C(=O)([O-])[O-].[K+].[K+].[CH:7](I)([CH3:9])[CH3:8].CS(C)=O.Br.[Br:16][C:17]1[CH:18]=[N:19][C:20]([OH:23])=[N:21][CH:22]=1>O>[Br:16][C:17]1[CH:18]=[N:19][C:20](=[O:23])[N:21]([CH:7]([CH3:9])[CH3:8])[CH:22]=1

참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 178419744HCID 178419744, 화합물

생성물 1

HCID 672810225-Bromo-1-isopropylpyrimidin-2(1H)-one수율 31%

시약·촉매·용매 1

HCID 962Water용매

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온도
15 °C

실험 절차

With cooling with ice, potassium carbonate (17 g, 123 mmol) and isopropyl iodide (4.56 mL, 45.7 mmol) were added to a dimethyl sulfoxide (150 mL) solution of 5-bromo-2-hydroxypyrimidine hydrobromide (9.0 g, 35.2 mmol), and stirred at 15° C. for 16 hours. Water was added to the reaction mixture, and extracted three times with ethyl acetate. The organic layer was washed with saturated brine, dried with anhydrous sodium sulfate, and concentrated under reduced pressure. The organic layer was washed with saturated brine, dried with anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified through silica gel column chromatography (C-300, hexane/ethyl acetate=3/2) to obtain the entitled compound (2.34 g, 31%) as a colorless solid.

후처리

  1. extractionextracted three times with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried with anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. washThe organic layer was washed with saturated brine
  6. dry with materialdried with anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified through silica gel column chromatography (C-300, hexane/ethyl acetate=3/2)

출처 및 근거

ORD 기록
ord-c130aeaad3354bfd960c09f322fa1bc2
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08158652B2

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