Process for the preparation of 2-pyridinecarboxylic acid derivat

Details Process for the preparation of 2-pyridinecarboxylic acid derivat Process for the preparation of 2-pyridinecarboxylic acid derivat

1988-09-02

1990-05-08

Rotman, Alan L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546193, 546194, 546281, 546286, 544124, C07D213803, C07D47104, C07D491048

Patent

active

049239937

ABSTRACT:
The process of the invention relates to the reaction of hydrazones of formula II ##STR1## with .alpha.-chloro- or .alpha.-bromoarylonitrile or .alpha.-chloro- or .alpha.-bromoacrylates of formula III ##STR2## to 1-amino-2-cyano-1,4-dihydropyridines or 1-amino-1,4-dihydropyridine-2-carboxylic acid esters of formula IV ##STR3## which are converted into pyridine derivatives of formula I ##STR4## by treatment with an acid, with removal of R.sub.4 R.sub.5 NH. Y is --CN or --COOR.sub.3 and R.sub.1 to R.sub.5 may be alkyl.

REFERENCES:
patent: 2494204 (1950-01-01), Robinson et al.
patent: 4748244 (1988-05-01), Waldner et al.
E. Schrotter et al; Pharmazie 39(1984), 155-158.
B. Serckx-Poncin et al; Tetrahedron Letters, (1982), (No. 23), 3261.
Houben-Weyl, Methoden der Organischen Chemie, Thieme Stuttgart, 1952, vol. 8, p. 663.
L. N. Yakhatua et al., Chem. Het. Comp, 1967, 829-31.
Y. Tamura et al; Synthesis 1984, 930-3.
K. T. Potts et al; J. Chem. Soc. 1984, 114-6.

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