反应详情

温度

90 °C

A solution of the methanesulfonic acid (1R,3S)-3-(tert-butoxycarbonyl-aminomethyl)cyclopentyl ester in N,N-dimethylformamide (2 ml) was added over 15 minutes to a stirred solution of 6-hydroxy-2H-isoquinolin-1-one (161 mg, 1 mmol) and potassium carbonate (276 mg) in N, N-dimethylformamide (2 ml) at 100° C. The mixture was stirred at 90° C. for 4 h then allowed to cool to ambient temperature and stirred overnight. Saturated aqueous NaHCO3 was added, the mixture was extracted with chloroform: isopropanol (3:1) and the organic phase concentrated in vacuo to give a residue. A dichloromethane: trifluoroacetic acid solution (3:1, 3 ml) was added to the residue and the resultant mixture stirred for 3.5 h, then concentrated in vacuo to give a residue. The residue was loaded onto a pre-acidified SCX column using methanol and eluted with 2M ammonia in methanol to afford crude (1R,3S)-6-(3-aminomethylcyclopentyloxy)-2H-isoquinolin-1-one, which was purified by prep-HPLC (2 mg); EI-MS: m/z=259.1 [M+H]+.

1. temperatureto cool to ambient temperature
2. stirringstirred overnight
3. extractionthe mixture was extracted with chloroform: isopropanol (3:1)
4. concentrationthe organic phase concentrated in vacuo
5. customto give a residue
6. concentrationconcentrated in vacuo
7. customto give a residue
8. washeluted with 2M ammonia in methanol