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

HRID 51997

반응식

HRID 51997 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
115 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-f6ab950981e74ff5a6320c582d1d3431
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05616537

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