139004-86-7

Upstream product

• 777899-57-7 2-chloro-5-nitro-isonicotinic acid methyl ester 
• 823-96-1 Trimethylboroxine 
• 907545-47-5 2-chloro-5-nitro-pyridine-4-carboxylic acid 
• 23056-33-9 2-chloro-4-methyl-5-nitro-pyridine 
• 20845-23-2 methyl 1-methyl-2-oxo-1,2-dihydropyridine-4-carboxylate 
• 139004-71-0 methyl 1 methyl-3,5-dinitro-6-oxo-1,6-dihydro-2-pyridinecarboxylate 
• 67-64-1 acetone 
• 139004-72-1 methyl 1-methyl-3,5-dinitro-2-oxo-1,2-dihydro-4-pyridinecarboxylate 

Downstream Products

• 860369-48-8 methyl 5-amino-2-methylisonicotinate 

Relevant academic research and scientific papers

TETRAHYDRONAPHTHYRIDINE DERIVATIVES AS mGluR2-NEGATIVE ALLOSTERIC MODULATORS, COMPOSITIONS, AND THEIR USE

Provided are quinoline carboxamide and quinoline carbonitrile compounds of formula (I) or a pharmaceutically acceptable salt thereof, wherein R 1, R 2, L, X 1, X 2, and X 3, are as defined herein. The compounds of the invention, and pharmaceutically acceptable salts thereof, and pharmaceutical compositions comprising them, are useful as non-competitive mGluR2 antagonists, or mGluR2 negative allosteric modulators (NAMs), and may be useful in methods of treating a person in need thereof for diseases or disorders in which the mGluR2-NAM receptor plays a causative role, such as Alzheimer's disease, cognitive impairment, schizophrenia and other mood disorders, pain disorders and sleep disorders.

Nucleophilic reaction upon electron-deficient pyridone derivatives. XIII. Regioselective synthesis of 2-substituted 3-nitropyridines by one-pot reaction of either 4- or 6-substituted 1-methyl-3,5-dinitro-2-pyridones with ketones and ammonia

A one-pot synthesis of 2-substituted 3- nitropyridines was developed by a ring transformation of 6- or 4-substituted 1-methyl-3,5-dinitro-2-pyridones (2 or 3) with ammonia and enamines derived from ketones. Some intermediates having a 2,6-diazabicyclo[3.3.1]nonane skeleton were isolated from reactions of 3. The ring transformation proceeds via an addition-addition-elimination-elimination mechanism. Few competitive isomeric by-products, 4-substituted 3-nitropyridines and 4-nitroanilines, were formed. All the 2 substrates showed good reactivity, but the 3 substrates having electron-withdrawing substituents were less reactive and selective. 1,4,6-Trimethyl-3,5-dinitro-2-pyridone did not give any products. The selectivity is interpreted in terms of differences of thermodynamic (main selection rule B) and kinetic stability (minor selection rule A) between the possible bicyclic intermediates which are expected to be formed via the mechanism.

REGIOSELECTIVE SYNTHESIS OF 2-SUBSTITUTED 3-NITROPYRIDINES BY ONE-POT REACTION OF EITHER 4- OR 6-SUBSTITUTED 1-METHYL-3,5-DINITRO-2-PYRIDONES WITH KETONES AND AMMONIA

Regioselective synthesis of 2-substituted 3-nitropyridines was achieved by one-pot reaction of either 4- or 6-substituted 1-methyl-3,5-dinitro-2-pyridones with ketones in the presence of ammonia.The selectivity is interpreted in terms of steric factor of substituent on the pyridone.