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In the course of our investigations on the synthesis of coordination polymers with iron as metal, thio­cyanate ligands and 4-cyano­pyridine as co-ligands, we obtained the title compound which was identified by single crystal X-ray diffraction.

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A new class of cyano-substituted pyridine derivatives have been synthesized and characterized

Arylboronic acid or boronate synthesis - Organic …

Earth-abundant and inexpensive titanium can catalyze alkyne iminoamination, which generates tautomers of 1,3-diimines. Upon treatment with base (DBU) and malononitrile, the multicomponent coupling product is converted to 2-amino-3-cyanopyridines in a one-pot procedure in good to modest yields. There is substantial control of regioselectivity for the substituents on the pyridine ring and on the 2-amino group. Several studies were done that provide significant evidence for a Dimroth rearrangement mechanism for 2-aminopyridine formation, including isolation of a 2-imino-1,2-dihydropyridine intermediate that undergoes rearrangement under the reaction conditions.

Synthesis of alkyl chlorides - Organic chemistry

The condensation of an enone or enal with cyanoacetamide derivatives and -BuOK furnishes either 3-cyano-2-pyridones or 3-unsubstituted-2-pyridones, depending on whether the reaction is carried out in the presence or in the absence of O2. In the first case, in situ oxidation of Michael-type intermediates takes place; in the second case, the products result from “decyanidative aromatization” of such intermediates. A one-step synthesis of 3-alkyl-2-pyridones has been devised on the basis of decyanative union of an enone/enal and a 2-alkylcyanoacetamide. The new reaction forms the centerpiece of an unusually concise synthesis of nothapodytine B (mappicine ketone).

1 | Pyridine | Organic Synthesis

N2 - 2,4-Diamino-5-cyano-6-halopyridines have been described previously as oral insulinotropic agents and have been found recently to have bronchodilatory properties. In the present report the synthesis of the iodo compound is newly described, and it is established that HI- or HBr-mediated condensation and cyclization of malononitrile in 1,2-dichloroethane yield selectively the 5-cyanopyridine derivatives. The pyridine derivatives were found to constitute a new class of potent cyclic AMP phosphodiesterase inhibitors. Inhibition of purified dog kidney cyclic AMP phosphodiesterase was of the mixed type. Since cyclic AMP phosphodiesterase inhibitors are known to enhance glucose-induced insulin secretion and to activate glucose production by the liver, the finding that the pyridine derivatives described here inhibited cyclic AMP phosphodiesterase opens new avenues of interpretation for their insulinotropic actions as well as for the paradoxical lack of improvement of glucose disposal by elevation of insulin after oral drug administration. Cyclic AMP phosphodiesterase inhibition also has the potential of explaining the bronchodilatory effects of these drugs.

trifluoromethyl-3-cyano pyridine-2 ..

AB - Earth-abundant and inexpensive titanium can catalyze alkyne iminoamination, which generates tautomers of 1,3-diimines. Upon treatment with base (DBU) and malononitrile, the multicomponent coupling product is converted to 2-amino-3-cyanopyridines in a one-pot procedure in good to modest yields. There is substantial control of regioselectivity for the substituents on the pyridine ring and on the 2-amino group. Several studies were done that provide significant evidence for a Dimroth rearrangement mechanism for 2-aminopyridine formation, including isolation of a 2-imino-1,2-dihydropyridine intermediate that undergoes rearrangement under the reaction conditions.

5-Cyano-2-(hydroxymethyl)-pyridine - Synchem

AB - 2,4-Diamino-5-cyano-6-halopyridines have been described previously as oral insulinotropic agents and have been found recently to have bronchodilatory properties. In the present report the synthesis of the iodo compound is newly described, and it is established that HI- or HBr-mediated condensation and cyclization of malononitrile in 1,2-dichloroethane yield selectively the 5-cyanopyridine derivatives. The pyridine derivatives were found to constitute a new class of potent cyclic AMP phosphodiesterase inhibitors. Inhibition of purified dog kidney cyclic AMP phosphodiesterase was of the mixed type. Since cyclic AMP phosphodiesterase inhibitors are known to enhance glucose-induced insulin secretion and to activate glucose production by the liver, the finding that the pyridine derivatives described here inhibited cyclic AMP phosphodiesterase opens new avenues of interpretation for their insulinotropic actions as well as for the paradoxical lack of improvement of glucose disposal by elevation of insulin after oral drug administration. Cyclic AMP phosphodiesterase inhibition also has the potential of explaining the bronchodilatory effects of these drugs.