反応 #80275

ord-f6ab950981e74ff5a6320c582d1d3431

反応方程式

O
water
COC(=O)c1c(O)ccc2ocnc12
methyl 5-hydroxybenzoxazol-4-carboxylate
COc1cc(OC)nc(Cl)n1
2-chloro-4,6-dimethoxypyrimidine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COC(=O)c1c(Oc2nc(OC)cc(OC)n2)ccc2ocnc12
desired compound
収率 39.0%
COC(=O)c1c(Oc2nc(OC)cc(OC)n2)ccc2ocnc12
Methyl 5-(4,6-Dimethoxypyrimidin-2-yl)oxybenzoxazol-4-carboxylate
収率 39.0%

反応条件

温度
115°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度was heated
  2. 2
    その他was returned to room temperature
  3. 3
    抽出extracted with ethyl acetate
  4. 4
    洗浄The organic layer was washed with water
  5. 5
    乾燥dried over anhydrous sodium sulfate
  6. 6
    濃縮concentrated under reduced pressure
  7. 7
    その他The oily substance thereby obtained
  8. 8
    その他was purified by silica gel column chromatography (n-hexane/ethyl acetate=5/1)

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05616537uspto-grants-1997_04