Lapatinib, 016, 572016, GW-2016, GW-572016

拉帕替尼 二甲苯磺酸拉帕替尼 Chemical Name: N-[3-Chloro-4-(3-fluorobenzyloxy)phenyl]-6-[5-[2-(methylsulfonyl)ethylaminomethyl]furan-2-yl]quinazolin-4-amine
CAS No. 231277-92-2, 388082-78-8 (4-methylbenzenesulfonate)
项目整合开发状态: Phase III
项目研究机构: GlaxoSmithKline (Originator)
合成路线:Williamson's ether synthesis between 2-chloro-4-nitrophenol (I) and 3-fluorobenzyl bromide (II) afforded ether (III).The nitro group of (III) was then reduced to the aniline (IV) by means of catalytic hydrogenation over Pt/C.Condensation of aniline (IV) with 4-chloro-6-iodoquinazoline (V) furnished the diaryl amine (VI).Subsequent Stille coupling between iodide (VI) and 5-dioxolanyl-2-(tributylstannyl)furan (VII) gave rise to adduct (VIII),which was further subjected to acid hydrolysis of the cyclic ketal to yield aldehyde (IX).Finally,reductive amination of (IX) with 2-(methanesulfonyl)ethylamine (X) in the presence of sodium triacetoxyborohydride provided the title compound.