Water → Methyl 5-(4,6-Dimethoxypyrimidin-2-yl)oxybenzoxazol-4-carboxylate

HRID 51997ノート

反応式

HRID 51997 の反応式
[OH:1][C:2]1[C:10]([C:11]([O:13][CH3:14])=[O:12])=[C:6]2[N:7]=[CH:8][O:9][C:5]2=[CH:4][CH:3]=1.Cl[C:16]1[N:21]=[C:20]([O:22][CH3:23])[CH:19]=[C:18]([O:24][CH3:25])[N:17]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:25][O:24][C:18]1[CH:19]=[C:20]([O:22][CH3:23])[N:21]=[C:16]([O:1][C:2]2[C:10]([C:11]([O:13][CH3:14])=[O:12])=[C:6]3[N:7]=[CH:8][O:9][C:5]3=[CH:4][CH:3]=2)[N:17]=1

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 51523232-Chloro-4,6-dimethoxypyrimidineHCID 19077265Methyl 5-hydroxybenzoxazol-4-carboxylate

生成物 1

HCID 19962776Methyl 5-(4,6-Dimethoxypyrimidin-2-yl)oxybenzoxazol-4-carboxylate収率 39%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
115 °C

実験手順

A mixture comprising 0.6 g of methyl 5-hydroxybenzoxazol-4-carboxylate, 0.6 g of 2-chloro-4,6-dimethoxypyrimidine and 0.7 g of potassium carbonate in 30 ml of N,N-dimethylformamide, was heated and stirred at 115° C. for two hours. The mixture was returned to room temperature, then poured into water and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The oily substance thereby obtained was purified by silica gel column chromatography (n-hexane/ethyl acetate=5/1) to obtain 0.4 g (yield: 39%) of the desired compound.

後処理

  1. temperaturewas heated
  2. customwas returned to room temperature
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe oily substance thereby obtained
  8. customwas purified by silica gel column chromatography (n-hexane/ethyl acetate=5/1)

出典と根拠

ORDレコード
ord-f6ab950981e74ff5a6320c582d1d3431
出典データセット
uspto-grants-1997_04
特許番号
US05616537

反応ノート

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