Lanicemine hydrochloride, AR-R15896AR, FPL-15895AR((-)-enantiomer), FPL-15035AR(racemate), ARL-15896, FPL-15896AR(former code)

拉尼西明 Chemical Name: (+)-(S)-1-Phenyl-2-(2-pyridyl)ethylamine dihydrochloride
CAS No. 153322-06-6, 153322-05-5 (free base)
项目整合开发状态: Phase II
项目研究机构: AstraZeneca (Originator)
合成路线:Addition of lithium bis(trimethylsilyl)amide to a cooled solution of benzaldehyde (I),followed by treatment with the lithiated anion of 2-picoline (II),gave rise to the silylated amino intermediate (III),which,upon acidic quenching,yielded the racemic alpha-phenyl-2-pyridineethanamine (IV).Resolution of amine (IV) with S-(+)-mandelic acid in EtOAc provided the target (S)-amine mandelate salt (V).Liberation of the free amine with NaOH and subsequent treatment with HCl in EtOAc furnished the corresponding dihydrochloride