Triethylamine → tert-Butyl [[6-[(4-chlorophenylsulfonyl)(2,5-difluorophenyl)methyl]pyridin-3-yl]methyl]carbamate

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Reaction Steps

The 5-azidomethyl-2-[(4-chlorophenylsulfonyl)(2,5-difluorophenyl)methyl]pyridine (230 mg, 0.529 mmol) obtained in Example 350 and palladium on carbon (46 mg) were added to a mixture of ethyl acetate (15 ml) and ethanol (15 ml). The resulting mixture was stirred for 45 minutes under 1 atom hydrogen atmosphere. After filtration, the filtrate was concentrated under reduced pressure. The residue thus obtained was dissolved in dichloromethane (5 ml). Triethylamine (70 μl, 0.499 mmol) and di-tert-butyl carbonate (174 mg, 0.996 mmol) were added to the resulting solution. The mixture was stirred at room temperature for 3 days. The reaction mixture was concentrated under reduced pressure. The residue thus obtained was subjected to flash chromatography on a silica gel column. A fraction obtained from the elution portion with hexane:ethyl acetate=4:1 was concentrated under reduced pressure, whereby title compound (78 mg, 0.153 mmol, 37%) was obtained as a colorless amorphous substance.

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