-药物合成数据库

【药物名称】

化学结构式(Chemical Structure):

参考文献No.	36693
标题:	Spiro[heterocycle-imidazo[1,2-a]indeno[1, 2-e]pyrazine]-4'-ones, preparation thereof and drugs containing same
作者:	Aloup, J.-C.; Audiau, F.; Barreau, M.; Damour, D.; Genevois-Borella, A.; Jimonet, P.; Mignani, S.; Ribeill, Y. (Aventis Pharma SA)
来源:	JP 1998508311; US 5777114; WO 9614318

合成路线图解说明: The known imidazoindenopyrazinone (I) was converted to oxime (II) by treatment with isoamyl nitrite and NaH. Subsequent reduction of oxime (II) by means of zinc and AcOH produced acetamide (III), which was hydrolyzed to amine (IV) upon refluxing in 2 N HCl. After protection of amine (IV) as the N-Boc derivative (V), alkylation with 1-bromo-3-chloropropane (VI) in the presence of NaH gave rise to the spiro derivative (VII). Deprotection of the Boc group of (VII) to give amine (VIII) was effected by treatment with trifluoroacetic acid. Finally, Eschweiler-Clarke reductive alkylation of (VIII) with formaldehyde and formic acid furnished the desired N-methyl derivative.

参考文献No.	555528
标题:	Spiro-imidazo[1,2-a]indeno[1,2-e]pyrazine-4-one derivatives are mixed AMPA and NMDA glycine-site antagonists active in vivo
作者:	Jimonet, P.; Boireau, A.; Chev? M.; Damour, D.; Genevois-Borella, A.; Imperato, A.; Pratt, J.; Randle, J.C.; Ribeill, Y.; Stutzmann, J.M.; Mignani, S.
来源:	Bioorg Med Chem Lett 1999,9(20),2921

合成路线图解说明: The known imidazoindenopyrazinone (I) was converted to oxime (II) by treatment with isoamyl nitrite and NaH. Subsequent reduction of oxime (II) by means of zinc and AcOH produced acetamide (III), which was hydrolyzed to amine (IV) upon refluxing in 2 N HCl. After protection of amine (IV) as the N-Boc derivative (V), alkylation with 1-bromo-3-chloropropane (VI) in the presence of NaH gave rise to the spiro derivative (VII). Deprotection of the Boc group of (VII) to give amine (VIII) was effected by treatment with trifluoroacetic acid. Finally, Eschweiler-Clarke reductive alkylation of (VIII) with formaldehyde and formic acid furnished the desired N-methyl derivative.