IL-488

Chemical Name: 8-(2,4-Dimethoxy-6-methylphenyl)-2,7-dimethyl-N-[1(R)-methylpropyl]pyrazolo[1,5-a][1,3,5]triazin-4-amine
CAS No. 234774-18-6
项目整合开发状态: Preclinical
项目研究机构: Bristol-Myers Squibb (Originator)
合成路线:The condensation of 2,4-dimethoxy-6-methylphenylacetonitrile (I) with ethyl acetate in the presence of Na metal produced keto nitrile (II).This was cyclized to the amino pyrazole (III) upon treatment with hydrazine and HOAc in refluxing toluene.Subsequent condensation of amino pyrazole (III) with ethyl acetimidate (IV) gave amidine (V),which was converted to the required pyrazolo triazinone (VI) by reaction with diethyl carbonate and NaOEt.Chlorination of (VI) with POCl3 in the presence of N,N-dimethylaniline produced the chloro derivative (VII).This was finally condensed with amine (VIII) to furnish the title compound.
📌 参考资料/链接:
参考文献标题:Azolo triazines and pyrimidines
文献作者:He,L.; Arvanitis,A.G.; Chorvat,R.; Gilligan,P.(DuPont Pharmaceuticals Co.)
参考来源:EP 1049699; WO 9938868