FR-180102-药物合成数据库

【药物名称】FR-180102

化学结构式(Chemical Structure):

参考文献No.	458760
标题:	A novel class of orally active non-peptide bradykinin B2 receptor antagonists. 1. Construction of the basic framework
作者:	Abe, Y.; Kayakiri, H.; Satoh, S.; Inoue, T.; Sawada, Y.; Imai, K.; Inamura, N.; Asano, M.; Hatori, C.; Katayama, A.; Oku, T.; Tanaka, H.
来源:	J Med Chem 1998,41(4),564

合成路线图解说明: Nitration of 2,6-dichlorobenzaldehyde (I) with 70% HNO3 in concentrated H2SO4 at ice-bath temperature provided the 3-nitro derivative (II). This was reduced with NaBH4 in MeOH at 10 C to the alcohol (III), which was treated with mesyl chloride and triethylamine in dichloromethane to give mesylate (IV). Alkylation of 5-hydroxyisoquinoline (V) with mesylate (IV) in the presence of NaH in DMF yielded ether (VI). Subsequent reduction of the nitro group of (VI) with hydrazine and FeCl3 provided amine (VII), which was finally acylated with Ac2O in dichloroethane at 70 C to furnish the target acetamide.

参考文献No.	485941
标题:	Discovery of a novel benzyloxyisoquinoline derivative with potent anti-Helicobacter pylori activity
作者:	Yoshida, Y.; Barrett, D.; Azami, H.; Morinaga, C.; Matsumoto, Y.; Takasugi, H.
来源:	Bioorg Med Chem Lett 1998,8(14),1897

合成路线图解说明: Nitration of 2,6-dichlorobenzaldehyde (I) with 70% HNO3 in concentrated H2SO4 at ice-bath temperature provided the 3-nitro derivative (II). This was reduced with NaBH4 in MeOH at 10 C to the alcohol (III), which was treated with mesyl chloride and triethylamine in dichloromethane to give mesylate (IV). Alkylation of 5-hydroxyisoquinoline (V) with mesylate (IV) in the presence of NaH in DMF yielded ether (VI). Subsequent reduction of the nitro group of (VI) with hydrazine and FeCl3 provided amine (VII), which was finally acylated with Ac2O in dichloroethane at 70 C to furnish the target acetamide.