Pelitinib, WAY-EKB-569, EKB-569

培利替尼 莫立替尼 Chemical Name: N-[4-(3-Chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-yl]-4-(dimethylamino)-2(E)-butenamide
CAS No. 257933-82-7, 326894-84-2 (undefined isomer)
项目整合开发状态: Phase II
项目研究机构: Wyeth Pharmaceuticals (Originator)
合成路线:The condensation of 3-ethoxy-4-nitroaniline (I) with 2-(ethoxymethylene)cyanacetic acid ethyl ester (II) in refluxing toluene gives the adduct (III),which is further cyclized in Dowtherm at 258 C to yield 7-ethoxy-6-nitro-4-oxo-1,4-dihydroquinoline-3-carbonitrile (IV).The reaction of (IV) with refluxing POCl3 affords the 4-chloroquinoline (V),which is condensed with 3-chloro-4-fluoroaniline (VI) in refluxing isopropanol to provide the secondary amine (VII).The reduction of the nitro group of (VII) with Fe and NH4Cl in refluxing methanol/water gives the corresponding amino derivative (VIII),which is condensed with the acid chloride (IX) by means of t-BuOCOCl and NMM in THF to yield the amide (X).Finally,this compound is treated with dimethylamine in THF to afford the target quinoline-3-carbonitrile.