SCA-40

6-溴-8-(甲氨基)咪唑并[1,2-a]吡嗪-2-腈Chemical Name: 6-Bromo-8-(methylamino)imidazo[1,2-a]pyrazine-2-carbonitrile
CAS No. 142744-39-6
项目整合开发状态: Preclinical
项目研究机构: CNRS (Originator)
合成路线:The precursor imidazopyrazine (III) was prepared by condensation of 2-amino-3,5-dibromopyrazine (I) with ethyl 3-bromopyruvate (II).Subsequent treatment of ester (III) with aqueous ammonia produced the corresponding amide (IV).This was then dehydrated with phosphoryl chloride,with concomitant displacement of the 8-bromine for a chloro group,to yield nitrile (V).Finally,substitution of the chloride by methyl amine in (V) furnished the target compound.
📌 参考资料/链接:
参考文献标题:New imidazol[1,2-a]pyrazine derivatives withbronchodilatory and cyclic nucleotide phosphodiesterase inhibitory activities
文献作者:Vitse,O.; Laurent,F.; Pocock,T.M.; Benezech,V.; Zanik,L.; Elliott,K.R.; Subra,G.; Portet,K.; Bompart,J.; Chapat,J.P.; Small,R.C.; Michel,A.; Bonnet,P.A.
参考来源:Bioorg Med Chem 1999,7(6),1059

📄 详细内容


合成路线:The precursor imidazopyrazine (III) was prepared by condensation of 2-amino-3,5-dibromopyrazine (I) with ethyl 3-bromopyruvate (II).Subsequent treatment of ester (III) with aqueous ammonia produced the corresponding amide (IV).This was then dehydrated with phosphoryl chloride,with concomitant displacement of the 8-bromine for a chloro group,to yield nitrile (V).Finally,substitution of the chloride by methyl amine in (V) furnished the target compound.
参考文献标题:Synthesis of imidazo[1,2-a]pyrazine derivatives with uterine-relaxing,antibronchospastic,and cardiac-stimulating properties
文献作者:Sablayrolles,C.; Cros,G.H.; Milhavet,J.C.; Rechenq,E.; Chapat,J.P.; Boucard,M.; Serrano,J.J.; McNeill,J.H.
参考来源:J Med Chem 1984,27(2),206


产品链接: CAS No. 142744-39-6››