Water → 2-(4-Iodophenoxy)-4-methoxypyrimidine

HRID 1752046

반응식

HRID 1752046 반응식
[H-].[Na+].[I:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.Cl[C:12]1[N:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][N:13]=1.O>CN(C=O)C>[I:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][C:12]2[N:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][N:13]=2)=[CH:6][CH:5]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 108944-IodophenolHCID 24758Sodium hydrideHCID 5889352-Chloro-4-methoxypyrimidine

생성물 1

HCID 577625592-(4-Iodophenoxy)-4-methoxypyrimidine수율 95.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
125 °C

실험 절차

Under an argon atmosphere, sodium hydride (108 mg) was added to a solution of 4-iodophenol (220 mg) and 2-chloro-4-methoxypyrimidine (168 mg) in anhydrous DMF (10 ml), and the resulting mixture was stirred at 125° C. for 9 hours. The reaction solution was cooled to room temperature and water was added thereto, followed by extracting the resulting mixture with ethyl acetate. Organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After removing anhydrous sodium sulfate by filtration, the filtrate was concentrated. The residue was purified by column chromatography (silica gel, eluent: hexane/ethyl acetate=5/1) to obtain 2-(4-iodophenoxy)-4-methoxypyrimidine (312 mg).

후처리

  1. temperatureThe reaction solution was cooled to room temperature
  2. extractionby extracting the resulting mixture with ethyl acetate
  3. washOrganic layer was washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customAfter removing anhydrous sodium sulfate
  6. filtrationby filtration
  7. concentrationthe filtrate was concentrated
  8. customThe residue was purified by column chromatography (silica gel, eluent: hexane/ethyl acetate=5/1)

출처 및 근거

ORD 기록
ord-4ec43d011c6b4ff595e21067dab8cfe9
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09162988B2

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