(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮 → 4,6-二甲氧基嘧啶-5-甲醛

HRID 393167

反应方程式

HRID 393167 反应方程式
Cl[C:2]1[C:7]([CH:8]=[O:9])=[C:6](Cl)[N:5]=[CH:4][N:3]=1.[CH3:11][O-:12].[Na+].[CH3:14][OH:15]>>[CH3:11][O:12][C:2]1[C:7]([CH:8]=[O:9])=[C:6]([O:15][CH3:14])[N:5]=[CH:4][N:3]=1

参与物

4

反应物 3

HCID 887(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮HCID 8196914,6-二氯-5-嘧啶甲醛HCID 10942334甲醇钠

产物 1

HCID 44366454,6-二甲氧基嘧啶-5-甲醛收率 20%

实验过程

43.6 g (246 mmol) of 4,6-dichloropyrimidine-5-carboaldehyde was dissolved in 200 ml of methanol, and 120 g (622 mmol) of 28% sodium methoxide was added under cooling with ice and then reacted for 2 hours at room temperature. After completion of the reaction, the solvent was distilled off, and an aqueous citric acid solution was added, followed by extraction with ethyl acetate. The organic layer was washed with an aqueous sodium hydrogencarbonate solution, an aqueous citric acid solution, water and an aqueous sodium chloride solution in this order, dried and concentrated, and the obtained crude crystals were washed with isopropyl ether to obtain 8.3 g (yield: 20%) of 4,6-dimethoxypyrimidine-5-carboaldehyde.

后处理

  1. temperatureunder cooling with ice
  2. customreacted for 2 hours at room temperature
  3. customAfter completion of the reaction
  4. distillationthe solvent was distilled off
  5. additionan aqueous citric acid solution was added
  6. extractionfollowed by extraction with ethyl acetate
  7. washThe organic layer was washed with an aqueous sodium hydrogencarbonate solution
  8. dry with materialan aqueous citric acid solution, water and an aqueous sodium chloride solution in this order, dried
  9. concentrationconcentrated
  10. customthe obtained crude crystals
  11. washwere washed with isopropyl ether

来源与证据

ORD记录
ord-3365243bc67640c2b8828e7859d2fbfe
来源数据集
uspto-grants-2004_10
专利号
US06806230B1

关联笔记

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