反应详情

温度

80 °C

To a solution of 2 g of 3-methyl-6-[3-(amino)phenyl]-1,2,4-triazolo[4,3-b]pyridazine in 400 ml of dichloromethane was added 1.7 ml of diisopropylamine and 1 ml of 4-chlorobutyryl chloride. This solution was stirred for 12 hours, then poured onto 200 ml of saturated aqueous sodium bicarbonate and extracted with 150 ml portions of dichloromethane. The combined extracts were dried and concentrated in vacuo. The residue was dissolved in 200 ml of dimethylformamide and 2.0 g of potassium carbonate was added. This solution was heated to 80° C. for 12 hours, then poured onto 200 ml of water and extracted with 150 ml portions of dichloromethane. The combined extracts were dried, concentrated in vacuo and chromatographed on 300 g of silica gel with dichloromethane-methanol (97:3). The fractions containing the desired product were combined, concentrated in vacuo and the solid recrystalized from dichloromethane-hexane to give 1.67 g of white crystals, mp 235°-237° C.

1. extractionextracted with 150 ml portions of dichloromethane
2. customThe combined extracts were dried
3. concentrationconcentrated in vacuo
4. dissolutionThe residue was dissolved in 200 ml of dimethylformamide
5. addition2.0 g of potassium carbonate was added
6. additionpoured onto 200 ml of water
7. extractionextracted with 150 ml portions of dichloromethane
8. customThe combined extracts were dried
9. concentrationconcentrated in vacuo
10. customchromatographed on 300 g of silica gel with dichloromethane-methanol (97:3)
11. additionThe fractions containing the desired product
12. concentrationconcentrated in vacuo
13. customthe solid recrystalized from dichloromethane-hexane