Pecori Vettori L, Auzzi G, Bruni F, Costanzo A
Dipartimento Di Scienze Farmaceutiche, Università Di Firenze, Italy.
Farmaco Sci. 1987 Nov;42(11):787-92.
2-Amino-4-phenylpyrrolyl-3-carbonitrile (I) was reacted with ethyl formylacetate sodium salt affording 1,4-dihydro-4-oxo-7-phenylpyrolo[1,2-a]pyrimidin-8-carbonitrile (II), which was alkylated with EtI to give (III), which in turn was hydrolyzed to (IV). Treatment of both (III) and (IV) with 99% H3PO4 at approximately 200 degrees gave 1,4-dihydro-1-ethyl-7-phenylpyrrolo-[1,2-a]pyrimidin-4-one (V) whose structure was ascertained by an unequivocal synthesis starting from (I) and diethyl ethoxymethylenmalonate. Compound (V) was prepared in order to test its pharmacological properties in comparison with 4,7-dihydro-4-ethyl-2-phenylpyrazolo[1,5-a]pyrimidin-7-one, which showed an antiinflammatory activity comparable to that of phenylbutazone and indomethacine, and which was found devoid of ulcerogenic properties.
2-氨基-4-苯基吡咯基-3-腈（I）与甲酰乙酸乙酯钠盐反应，得到1,4-二氢-4-氧代-7-苯基吡咯并[1,2-a]嘧啶-8-腈（II），（II）用碘乙烷烷基化得到（III），（III）继而水解得到（IV）。（III）和（IV）用99%的磷酸在约200℃处理，得到1,4-二氢-1-乙基-7-苯基吡咯并[1,2-a]嘧啶-4-酮（V），其结构通过从（I）和乙氧基甲叉丙二酸二乙酯开始的明确合成得以确定。制备化合物（V）是为了与4,7-二氢-4-乙基-2-苯基吡唑并[1,5-a]嘧啶-7-酮比较其药理性质，4,7-二氢-4-乙基-2-苯基吡唑并[1,5-a]嘧啶-7-酮显示出与保泰松和吲哚美辛相当的抗炎活性，且发现无致溃疡特性。
