Solid phase synthesis of 6-acylamino-1-alkyl/aryl-4-oxo-1, 4-dihydrocinnoline-3-carboxamides

被引:8
|
作者
Sereni, L [1 ]
Tató, M [1 ]
Sola, F [1 ]
Brill, WKD [1 ]
机构
[1] Nerviano Med Sci, Dept Chem, I-20014 Nerviano, MI, Italy
关键词
cinnolines; solid support; alkylation; arylation; rearrangement; reduction; acylation; reaction monitoring;
D O I
10.1016/j.tet.2004.06.103
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
6-Acylmino-1-alkyl/aryl-4-oxo-1,4-dihydrocinnoline-3-carboxamides were synthesized in parallel from 6-nitro-4-oxo-1,4-dihydrocinnoline-3-carboxylic acid. The latter formed amides with amines bound to polystyrene-based resins via acid-labile linkers. N1 and N2-alkylation, followed by alkyl migration yielded only N1-alkylated products. Reduction of the 6-nitro group and acylation concluded the synthesis. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8561 / 8577
页数:17
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