1,6-dihydro-6-oxo-3-pyridinecarbonitriles, intermediates for car

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D21184

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046970215

ABSTRACT:
5-[1H-(5-membered-N-aromatic-heteryl)-1-yl]-7-R'-1,6-naphthyridin-2(1H)-one s (formula I) or salts thereof are useful as cardiotonic agents. Also shown as intermediates are 5-X-7-R'-1,6-naphthyridin-2(1H)-ones (formula II) or salts thereof, where X is bromo, chloro or hydrazino, 2-[2-(di-lower-alkylamino)ethenyl]-1,6-dihydro-6-oxo-3-pyridinecarbonitril e (formula III), and 2-[2-(di-lower-alkylamino)-1-propenyl]-6-methoxy-3-pyridinecarbonitrile (formula IIIa). Processes shown include the preparation of I from II, preparation of II from III or IIIa and the preparation of III from 1,6-dihydro-2-methyl-6-oxo-3-pyridinecarbonitrile, and the preparation of IIIa from 6-methoxy-2-methyl-3-pyridinecarbonitrile.

REFERENCES:
patent: 3993656 (1976-11-01), Rooney et al.
patent: 4415580 (1983-11-01), Lesher et al.
Czuba et al., Pol. J. Chem., 52, 2369-76 (1978).
Paudler et al., J. Heterocyclic Chem., 2 (4), 393-8 (1965).

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