ABT-963

2-(3,4-二氟苯基)-4-(3-羟基-3-甲基丁氧基)-5-(4-甲基磺酰基苯基)哒嗪-3-酮Chemical Name: 2-(3,4-Difluorophenyl)-4-(3-hydroxy-3-methylbutoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone
CAS No. 266320-83-6, 444617-70-3 (deleted CAS)
项目整合开发状态: Phase I
项目研究机构: Abbott (Originator)
合成路线:Diazotization of 3,4-difluoroaniline (I),followed by reduction with SnCl2 gives rise to hydrazine (II).This is then condensed with mucobromic acid (III) in refluxing AcOH to produce the pyridazinone (IV).Selective displacement of the 4-bromo of (IV) with the sodium alkoxide of 3-methyl-1,3-butanediol (V) yields ether (VI).4-(Methylsulfanyl)benzeneboronic acid (VIII) is prepared by metalation of 4-bromothioanisole (VII) with butyl lithium,followed by reaction with trimethyl borate,and aqueous work-up.Suzuki coupling of boronic acid (VIII) with bromopyridazinone (VI) furnishes the 5-(methylsufanylphenyl)pyridazinone (IX).Finally,the sulfide group of (IX) is oxidized to the target sulfone by using peracetic acid in cold dichloromethane.