反应详情

The mixture of 8.5 g (0.034 mol) of 5,11-dihydro-11-(prop-2-ynyl)-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one, 50 ml of anhydrous dioxan, 1.08 g (0.036 mol) of paraformaldehyde, 2.77 g (0.039 mol) of pyrrolidine and 0.2 g of copper (I) chloride was refluxed for 1 hour with stirring and then, after cooling, evaporated down in a water jet vacuum. The residue was partitioned between water and ethylacetate, the ethylacetate solution obtained was mixed with 2 g of animal charcoal, dried over sodium sulphate, filtered and evaporated down. The residue was purified by column chromatography on silica gel using first ethyl acetate and then dichloromethane/cyclohexane/methanol/conc. ammonia 68/15/15/2 (v/v/v/v) as eluant. The crude product obtained after evaporation of the suitable eluates was recrystallised once more from ethylacetate. Yield: 1.6 g (14% of theory) of colourless crystals, m.p. 153° C.; RF 0.5 (Merck, ready-made TLC plates, silica gel 60 F-254; eluant: dichloromethane/cyclohexane/methanol/conc. ammonia 68/15/15/2 v/v/v/v).

1. temperaturewas refluxed for 1 hour
2. temperatureafter cooling
3. customevaporated down in a water jet vacuum
4. customThe residue was partitioned between water and ethylacetate
5. customthe ethylacetate solution obtained
6. dry with materialdried over sodium sulphate
7. filtrationfiltered
8. customevaporated down
9. customThe residue was purified by column chromatography on silica gel using first ethyl acetate