UR-7247

3-异丙基-1-丙基-5-[2'-(1H-四唑-5-基)双苯-4-甲基]-1H-吡拉唑-4-羧酸Chemical Name: 3-Isopropyl-1-propyl-5-[2'-(1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-1H-pyrazole-4-carboxylic acid
CAS No. 177847-28-8
项目整合开发状态: Phase I
项目研究机构: Uriach (Originator)
合成路线:Acid chloride (II) (prepared from 4-bromophenylacetic acid (I) and SOCl2),was condensed with ethyl isobutyrylacetate (III) in the presence of NaH in toluene to yield diketoester (IV).Further reaction of (IV) with hydrazine monohydrate in AcOH gave pyrazole (V).The subsequent N-alkylation of (V) with propyl iodide and NaH provided a 3:1 mixture of regioisomers (VI) and (VII),which were separated by silica gel chromatography.The major isomer (VI) was coupled with arylboronic acid (VIII) in the presence of CsF and Pd(PPh3)4 to provide biphenyl compound (IX).The title compound was then obtained by simultaneous cleavage of the ethyl ester and the N-trityl group on heating with hydroethanolic KOH.