合成路线:By acylation of 5-(dimethylamino)-2,3,4,5-tetrahydro-1H-benzazepine (I) with 4-(2-methylbenzamido)benzoyl chloride (II) in the presence of potassium carbonate in acetone - H2O.
参考文献标题:OPC-31260
文献作者:Castar,J.; Prous,J.; Mealy,N.
参考来源:Drugs Fut 1993,18(9),802
合成路线:A new synthesis of OPC-31260 has been published:The reductocondensation of 1-tosyl-2,3,4,5-tetrahydro-1-benzazepin-5-one (I) with methylamine and NaBH4 gives N-(1-tosyl-2,3,4,5-tetrahydro-1-benzazepin-5-yl)-N-methylamine (II),which is methylated with formaldehyde and sodium cyanoborohydride to yield N-(1-tosyl-2,3,4,5-tetrahydro-1-benzazepin-5-yl)-N,N-dimethylamine (III).The hydrolysis of (III) with polyphosphoric acid affords N-(2,3,4,5-tetrahydro-1-benzazepin-5-yl)-N,N-dimethylamine (IV),which is acylated with 4-nitrobenzoyl chloride to the expected benzoyl derivative (VI).The reduction of the nitro group of (VI) with H2 over Pd/C affords the corresponding 4-aminobenzoyl derivative (VII),which is finally acylated with 2-methylbenzoyl chloride by means of triethylamine in dichloromethane.
参考文献标题:Orally active,nonpeptide vasopressin V2 receptor antagonists: A novel series of 1-[4-(benzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepines and related compounds
文献作者:Ogawa,H.; Yamashita,H.; Kondo,K.; et al.
参考来源:J Med Chem 1996,39(18),3574
产品链接: CAS No. 137975-06-5››