Dimethylformamide → HCID 135982074, compound

Participants

Reaction Steps

After adding 38 μl of triethylamine, 0.3 mg of 4-dimethylaminopyridine and 46 mg of di-t-butyl dicarbonate to a solution of 55 mg of 5-(3-{(4-carbamimidoylphenylamino)-[2-fluoro-3-(3-hydroxypropoxy)-5-methoxyphenyl]methyl}-5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl)-1H-pyrazole-4-carboxylic acid ethyl ester trifluoroacetate in 6 ml of an acetonitrile:DMF=2:1 mixed solvent, the mixture was stirred at room temperature for 15 hours. The solvent was removed under reduced pressure, and then 1 ml of methanol and 1 ml of a 1N aqueous sodium hydroxide solution were added and the mixture was stirred at room temperature for 8 hours. After adding 5 ml of a methanol:water:acetic acid=1:1:1 mixed solvent to the reaction mixture, it was stirred and heated at 50° C. for 15 hours. The mixture was cooled and then directly purified by reverse-phase high performance liquid chromatography (acetonitrile-water, 0.1% acetic acid) to give 16 mg of the title compound.

Provenance & Evidence