تفاعل #63552

معادلة التفاعل

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

المردود 55.3%

المذيبات

DMF

DMF

ظروف التفاعل

المعالجة

1. 1
   تركيزThe reaction mixture was concentrated under vacuum
2. 2
   أخرىthe residue was purified by column chromatography

الإجراء التجريبي

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.

المصدر