Methyl chloroformate → HCID 57736523, compound

Participants

Reaction Steps

To a solution of tert-butyl[2-[[[5-[(2,5-difluorophenyl)[(4-fluorophenyl)sulfonyl]meth yl]-4-methylpyridin-2-yl]carbonyl]amino]ethyl]carbamate (90 mg, 0.160 mmol) obtained in Example 82 in methylene chloride (5 ml), trifluoroacetic acid (2 ml) was added, and the mixture was stirred for 3 hours at room temperature. The reaction solution was concentrated under reduced pressure, and methylene chloride and a 0.5 N aqueous sodium hydroxide were added thereto. The organic layer was separated, subsequently dried over anhydrous sodium sulfate, and filtered, and then the filtrate was concentrated under reduced pressure. The resulting concentration residue was dissolved in methylene chloride (5 ml), and methyl chloroformate (19 μl, 0.240 mmol) and triethylamine (26 μl, 0.240 mmol) were added thereto. The reaction solution was stirred for 20 hours at room temperature, and was concentrated under reduced pressure. The resulting concentration residue was subjected to silica gel column chromatography, and the fraction obtained from an elution with 60% ethylacetate/hexane was concentrated under reduced pressure. Ethyl acetate-hexane was added to the resulting concentration residue, and the solid thus precipitated was collected by filtration, to obtain the title compound (71 mg, 0.136 mmol, 85%) as a white powder.

Provenance & Evidence