反应详情

A solution of 0.747 g of 2-(2,4-dichloro-5-fluoro-benzoyl)-3-ethoxy-acrylic acid ethyl ester (2.23 mmol) and 0.250 g of 2-amino-5-fluoropyridine (2.23 mmol) in 5 ml ethanol was stirred at reflux for 25 hrs. The reaction was monitored by TLC. The ethanol was evaporated and the last traces of ethanol were distilled from an azeotrope with a mixture of 10 ml heptane and 10 ml ethyl acetate. The yellow oil was dissolved in 10 ml of THF, reacted with 120 mg of a 50% NaH suspension in oil and stirred at reflux over night. The solvent was evaporated, the residue dissolved in dichloromethane/methanol 9:1, washed with water and brine, dried over Mg sulfate, filtered and evaporated. The residue was digested in ethyl acetate, and the solid filtered.

1. temperatureat reflux for 25 hrs
2. customThe ethanol was evaporated
3. distillationthe last traces of ethanol were distilled from an azeotrope with a mixture of 10 ml heptane and 10 ml ethyl acetate
4. dissolutionThe yellow oil was dissolved in 10 ml of THF
5. customreacted with 120 mg of a 50% NaH suspension in oil
6. temperatureat reflux over night
7. customThe solvent was evaporated
8. dissolutionthe residue dissolved in dichloromethane/methanol 9:1
9. washwashed with water and brine
10. dry with materialdried over Mg sulfate
11. filtrationfiltered
12. customevaporated
13. filtrationthe solid filtered