反応 #63552

反応方程式

β-[N-methyl-4-(N-methyl-4-aminopyrrole-2-carboxamido)pyrrole-2-carboxamido]propionamidine dihydrochloride

2,4,5-trichlorophenyl-N-methyl-N-nitrosocarbamate

diisopropylethylamine

→

β-[N-methyl-4-[N-methyl-4-(3 -methyl-3-nitrosoureido)pyrrole-2-carboxamido]pyrrole-2-carboxamido]propionamidine hydrochloride

収率 55.3%

溶媒

DMF

DMF

反応条件

後処理

1. 1
   濃縮The reaction mixture was concentrated under vacuum
2. 2
   その他the residue was purified by column chromatography

実験手順

To an ice-cooled solution of β-[N-methyl-4-(N-methyl-4-aminopyrrole-2-carboxamido)pyrrole-2-carboxamido]propionamidine dihydrochloride (0.404 g) in 5 ml of DMF and 320 mg of 2,4,5-trichlorophenyl-N-methyl-N-nitrosocarbamate [prepared according to J. Med. Chem. 25, 178 (1982)], a solution of diisopropylethylamine (0.164 ml) in 8 ml of DMF was added dropwise. The resulting solution was stirred 1 hour at 0° C. The reaction mixture was concentrated under vacuum and the residue was purified by column chromatography to yield 251 mg of β-[N-methyl-4-[N-methyl-4-(3 -methyl-3-nitrosoureido)pyrrole-2-carboxamido]pyrrole-2-carboxamido]propionamidine hydrochloride.

出典