1-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidine → HCID 58424890, compound

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Reaction Steps

9-Hydroxy-1-methyl-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-5(6H)-one (60 mg, 0.26 mmol) prepared at Example 10 was dissolved in acetonitrile (8 ml)/N,N-dimethylformamide (4 ml), added with t-butyl 4-(methylsulfonyloxy)piperidine-1-carboxylate (220 mg, 0.78 mmol) at room temperature. The resulting mixture was stirred for four days at 90˜100° C. and extracted with chloroform. The organic layer was washed with brine, dried over anhydrous sodium sulfate, concentrated under reduced pressure. The residue was then purified with flash column chromatography (chloroform:methanol=20:1) to obtain the title compound (70 mg, yield: 65%, brown oil).

Provenance & Evidence