新产品编号:1270855

Chemical Name: (3R)-N-(9-Methoxy-4-oxo-1-phenyl-3,4,6,7-tetrahydropyrrolo[3,2,1-jk][1,4]benzodiazepin-3-yl)-1H-indole-2-carboxamide
项目整合开发状态: Biological Testing
项目研究机构: Jouveinal (Originator)
合成路线:The hydrogenation of 5-methoxy-1H-indole (I) by means of NaCNBH3 in acetic acid gives 5-methoxyindoline (II),which is benzoylated with benzonitrile (III) by means of BCl3/AlCl3 in dichloroethane yielding 7-benzoyl-5-methoxyindoline (IV).The cyclization of (IV) with glycine ethyl ester (V) in pyridine affords the pyrrolo[1,4]benzodiazepine (VI),which is treated with amyl nitrite in toluene/THF to provide the oxime (VII).The reduction of (VII) with H2 over Ru/C in methanol gives the racemic amine (VIII),which is submitted to optical resolution with di-p-toluoyl-D-tartaric acid yielding the corresponding (R)-isomer (IX).Finally,this compound is condensed with 1H-indole-2-carboxylic acid (X) by means of TOTU and DIEA in dichloromethane.