Preparation of 1,3-dihydro-5-(pyridinyl)-2H-imidazo[4,5-b]pyridi

Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system

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546256, C07D40114, C07D47104

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active

043179096

ABSTRACT:
1,3-Dihydro-3-R-5-PY-2H-imidazo[4,5-b]pyridin-2-ones or 2-thiones of pharmaceutically-acceptable acid-addition salts thereof, which are useful as cardiotonic agents, where R is hydrogen, lower-alkyl, lower-hydroxyalkyl, 2,3-dihydroxypropyl, lower-alkoxyalkyl or Y-NB where Y is lower-alkylene and NB is di-(lower-alkyl)amino or 4-morpholinyl, and PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents, are prepared by reacting a 3-amino-2-RNH-6-PY-pyridine with urea or carbonyldiimidazole to produce said -2-ones or with an alkali metal xanthate, thiourea or thiocarbonyldiimidazole to produce said -2-thiones. Also shown is the preparation of the intermediate 3-amino-2-RNH-6-PY-pyridines.

REFERENCES:
patent: 3838156 (1974-09-01), Brundage et al.
patent: 4072746 (1978-02-01), Lesher et al.
Baldwin et al., Jour. of Medicinal Chemistry, vol. 20, No. 9, pp. 1189-1193, (1977).

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