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

HRID 230296

反応式

HRID 230296 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 577625592-(4-Iodophenoxy)-4-methoxypyrimidine収率 95.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
125 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-011dd5cdec8f49178a8b5c4e00d075d4
出典データセット
uspto-grants-2009_07
特許番号
US07566724B2

関連ノート

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