PD-168393

N-[4-[(3-溴苯基)氨基]-6-喹唑啉]-2-丙酰胺Chemical Name: N-[4-(3-Bromophenylamino)quinazolin-6-yl]-2-propenamide
CAS No. 194423-15-9
项目整合开发状态: Preclinical
项目研究机构: Pfizer (Originator)
合成路线:Title compound was obtained by condensation of the 6-aminoquinazoline (I) with acrylic acid in the presence of EDC.

合成路线:The demethylation of intermediate (XI) with BBr3 and SMe2 in hot 1,2-dichloroethane gives the phenolic intermediate (cosalane,XV),which is simultaneously alkylated and esterified with 4-(bromomethyl)benzoic acid methyl ester (XVI) by means of K2CO3 in DMF yielding the tetrabenzylated intermediate (XVII).The final hydrolysis of the benzyl ester and methyl ester groups with KCN and K2CO3 in hot ethanol/water affords the target compound.

合成路线:The demethylation of intermediate (XI) with BBr3 and SMe2 in hot 1,2-dichloroethane gives the phenolic intermediate (cosalane,XV),which is simultaneously alkylated and esterified with 4-(bromomethyl)benzoic acid methyl ester (XVI) by means of K2CO3 in DMF yielding the tetrabenzylated intermediate (XVII).The hydrolysis of the benzyl ester and methyl ester groups with KCN and K2CO3 in hot ethanol/water affords the intermediate tetracarboxylic acid (XVIII),which is finally converted into the target sodium salt by reaction with Na2CO3 in methanol or ethanol.