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Synthesis and Biological activity of Some PyrroloPyrimidine Compounds
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نویسنده
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Mussa Suliman Mohamed
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منبع
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journal of sebha university, pure and applied sciences - 2012 - دوره : 11 - شماره : 1 - صفحه:97 -107
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چکیده
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The present work was planned to synthesize some heterocyclic compounds containing pyrrolo [2,3-d]pyrimidines. our approach to the synthesis of the target compounds started through the hydrolysis of 6- ethylthio-4-methyl-2-(p-methoxyphenyl)pyrimidine-5-carbonitrile by refluxing in ethanol containing sodium hydroxide to give the corresponding sodium salt derivative which in turn was acidified to give 5-cyano-4-methyl-2-(p-methoxyphenyl)pyrimidin-6(h)one. chlorination of the 5-cyano-4- methyl-2-(р-methoxyphenyl)pyrimidin-6(1h)-one afforded 6-chloro-4-methyl-2-(p- methoxyphenyl)pyrimidin-5-carbonitrile, which reacted with ethyl glycinate hydrochloride to give ethyl (5-cyano-4-methyl-2-(p-methoxyphenyl)yrimidin-6-yloxy)acetate, which underwent cyclization to give the ethyl 5-amino-4-methyl-2-(p-methoxyphenyl)-7h-pyrrolo[2,3-d]pyrimidine-6-carboxylate. the reaction of 5-cyano-6-chloro-4-methyl-2-(р-methoxyphenyl)pyrimidine with piperidine, and morpholine, gave the 4-methyl-6-(morpholin-4-yl)-2-(р-methoxyphenyl)pyrimidine-carbonitrile and 4-methyl-6-(morpholin-4-yl)-2-(р-methoxyphenyl)pyrimidine-5-carbonitrile respectively. the ethyl 5 -amino-4-methyl-2-(р-methoxyphenyl)-7h-pyrrolo[2,3-d]pyrimidine-6-carboxylate was used as key intermediates in the synthesis of other pyrrolo[2,3-d]pyrimidine derivatives, pyrimido [4,5:4,5]pyrrolo[2,3-d]pyrimidines and triazolopyrro lopyrimidines by reaction with different reagents . seven compounds were selected and screened in vitro for their antimicrobial activity against four strains of bacteria and two fungal species.
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کلیدواژه
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pyrrolopyrimidines ,Pyrimidopyrimidines ,synthesis ,Biological activity
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آدرس
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Misurata University, Faculty of Science, Chemistry Department, Libya
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Authors
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