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2005
Quinoline derivatives
R 0410
Parallel Liquid-Phase Synthesis of N-Substituted 6-Aminosulfonyl-2-oxo-1,2-diand 6-Aminosulfonylquinoline-4-carboxamide
32- 145 hydroquinoline-4-carboxamide
Derivatives. — Two efficient strategies are described. The first route employs the
unusual behavior of compounds (I) in Pfitzinger reaction with malonate to give acids
(III) instead of the expected 2-oxo-1,2-dihydroquinoline derivatives. The second route
involves the sulfochlorination of ester (X). The intermediates of both routes are convenient synthetic intermediates for the generation of the corresponding carboxamide
libraries. The solution-phase synthesis of more than 500 substituted quinoline and
2-oxo-1,2-dihydroquinoline derivatives is accomplished on the 50—100-mg scale. —
(IVACHTCHENKO*, A. V.; KOBAK, V. V.; ILYN, A. P.; KHVAT, A. V.; KYSIL, V.
M.; WILLIAMS, C. T.; KUZOVKOVA, J. A.; KRAVCHENKO, D. V.; J. Comb.
Chem. 7 (2005) 2, 227-235; Chem. Div. Labs, Inc., San Diego, CA 92121, USA;
Eng.) — Klein
2005
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