新产品编号:884847
Chemical Name: 2-[3-(Biphenyl-4-yl)-1-[3-(trifluoromethyl)phenyl]-1H-pyrazol-4-yl]-N,N-dimethylacetamide
CAS No. 358625-66-8
项目整合开发状态: Preclinical
项目研究机构: Novartis (Originator)
合成路线:Condensation between 4-acetylbiphenyl (I) and 3-(trifluoromethyl)phenyl hydrazine (II) provided the corresponding hydrazone (III).Subsequent Vilsmeier-Haack reaction of (III) with POCl3 and DMF afforded the pyrazole aldehyde (IV).This was subjected to a Knoevenagel condensation with malonic acid to give the pyrazolylacrylic acid (V).Treatment of (V) with sulfur and ammonium hydroxide under Willgerodt-Kindler conditions led to the pyrazolylacetamide derivative (VI),which was further hydrolyzed to carboxylic acid (VII) using H2SO4 in aqueous HOAc.After conversion of (VII) to the corresponding acid chloride (VIII),condensation with dimethylamine in CH2Cl2 gave the title amide.
📌 参考资料/链接:
参考文献标题:The effect of 1,3-diaryl-[1H]-pyrazole-4-acetamides on glucose utilization in ob/ob mice
文献作者:Bebernitz,G.R.; Argentieri,G.; Battle,B.; Brennan,C.; Balkan,B.; Burkey,B.F.; Eckhardt,M.; Gao,J.; Kapa,P.; Strohschein,R.J.; Schuster,H.F.; Wilson,M.W.; Xu,D.D.
参考来源:J Med Chem 2001,44(16),2601