D-9389
Chemical Name: 2-Amino-6-[[(4-chlorophenyl)methyl]amino]-3-pyridylcarbamic acid ethyl ester hydrochloride; Ethyl N-[2-amino-6-(4-chlorophenylmethylamino)pyridin-3-yl]carbamate hydrochloride; 2-Amino-3-ethoxycarbonylamino-6-(p-chlorobenzylamino)pyridine hydrochloride
项目整合开发状态: Biological Testing
项目研究机构: Degussa (Originator)
合成路线:D 7175 can be obtained in a 5-step synthesis starting from 2,e-dichloropyridine (I).Compound (I) is nitrated with HNO3/H2SO4 yielding 2,6-dichloro-3-nitropyridine (II).Subsequent reaction with ammonia and benzylamine leads to 2-amino-3-nitro-6-benzylaminopyridine (IV),which is hydrogenated using Raney Nickel as catalyst te the corresponding 3-amino derivative (V),which reacts without isolation with ethyl chloroformiate to D-7175.
合成路线:2,6-Dichloro-3-nitropyridine (I) reacts with ammonia and p-chlorobenzylamine (III) yielding 2-amino-3-nitro-6-(4-chlorobenzyl)aminopyridine (IV).D-9389 is obtained after hydrogenation and reaction with ethylchloroformate.
合成路线:D-11208 is obtained in a five step synthesis:2,6-Dichloro-3-nitropyridine (I) reacts with ammonia to give 2-amino-3-nitro-6-chloropyridine (II).Subsequent condensation with 4-trifluoromethyl benzylamine (III) yields 2-amino-3-nitro-6-(4-trifluoromethyl)aminopyridine (IV).Hydrogenation with Raney Nickel as catalyst and reaction with ethyl chloroformiate yields D-11208.
📌 参考资料/链接:
参考文献标题:2-Amino-3-acylamino-6-benzylaminopyridine derivatives having antiepileptic action
文献作者:Bebengurg,W.; Engek,J.; Heese,J.; Thiele,K.(Degussa AG)
参考来源:DE 3337593
📄 详细内容
合成路线:2,6-Dichloro-3-nitropyridine (I) reacts with ammonia and p-chlorobenzylamine (III) yielding 2-amino-3-nitro-6-(4-chlorobenzyl)aminopyridine (IV).D-9389 is obtained after hydrogenation and reaction with ethylchloroformate.
参考文献标题:D-9389
文献作者:Molli鑢e,M.; Emig,P.; Szelenyi,I.; Engel,J.
参考来源:Drugs Fut 1988,13(8),717