反应详情

4-Chloro-6-morpholino-quinazoline (382 mg, 1.53 mmol) and 6-chloroindoline (258 mg, 1.63 mmol) were heated at reflux in 8 mL of 1,2-dichloroethane and pyridine (264 mg, 3.36 mmol) for 16 hours. The reaction mixture was vacuum evaporated and partitioned between 100 mL of ethyl acetate and 50 mL of 5% sodium bicarbonate. The organic layer was washed with an additional 50 mL of bicarbonate and 50 mL of brine, dried with magnesium sulfate, filtered and evaporated in vacuo to a residue. This was purified by flash chromatography on silica gel eluted with 20% acetone/methylene chloride. The pure solid isolated from the column was converted to its hydrochloride salt by dissolution in methanol containing 1.1 equivalents of anhydrous hydrogen chloride and precipitation with ether; 396 mg (65%); M.P. 277°-279° C.

1. customevaporated
2. custompartitioned between 100 mL of ethyl acetate and 50 mL of 5% sodium bicarbonate
3. washThe organic layer was washed with an additional 50 mL of bicarbonate and 50 mL of brine
4. dry with materialdried with magnesium sulfate
5. filtrationfiltered
6. customevaporated in vacuo to a residue
7. customThis was purified by flash chromatography on silica gel
8. washeluted with 20% acetone/methylene chloride
9. customThe pure solid isolated from the column