反应详情

Methyl iodide (25 μl) was added to a solution of tert-butyl {(3R)-1-[5-(2-chlorobenzyl)-7-[(dimethylamino)methyl]-1,3-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrrolo[3,2-d]pyrimidin-6-yl]piperidin-3-yl}carbamate (112 mg) in acetone (5 ml), and the resulting mixture was stirred overnight in a sealed tube at room temperature. The reaction solution was concentrated under reduced pressure, and to a solution of the resulting residue in methanol (2 ml) was added 28% methanol methoxide (2 ml), followed by stirring with heating at 60° C. for 4 hours. The methanol was distilled off under reduced pressure and the residue was adjusted to pH 2 with an aqueous potassium hydrogensulfate solution and extracted with ethyl acetate (100 ml). The organic layer was washed with a 10% aqueous potassium hydrogensulfate solution and a saturated aqueous sodium chloride solution, dried over sodium sulfate and then filtered and the filtrate was concentrated under reduced pressure. The resulting residue was purified by a thin-layer silica gel column chromatography (hexane/ethyl acetate=1/5) to obtain the title compound (26 mg).

1. concentrationThe reaction solution was concentrated under reduced pressure
2. additionto a solution of the resulting residue in methanol (2 ml) was added 28% methanol methoxide (2 ml)
3. stirringby stirring
4. temperaturewith heating at 60° C. for 4 hours
5. distillationThe methanol was distilled off under reduced pressure
6. extractionextracted with ethyl acetate (100 ml)
7. washThe organic layer was washed with a 10% aqueous potassium hydrogensulfate solution
8. dry with materiala saturated aqueous sodium chloride solution, dried over sodium sulfate
9. filtrationfiltered
10. concentrationthe filtrate was concentrated under reduced pressure
11. customThe resulting residue was purified by a thin-layer silica gel column chromatography (hexane/ethyl acetate=1/5)