113118-87-9

Upstream product

• 110-86-1 pyridine 
• 544-97-8 dimethyl zinc(II) 
• 1885-14-9 phenyl chloroformate 
• 1336-21-6 ammonium hydroxide 
• 676-58-4 methylmagnesium chloride 

Downstream Products

• 333444-36-3 phenyl 4-methylpiperidine-1-carboxylate 
• 1026377-43-4 2-[3-(4-Fluoro-phenyl)-1-hydroxy-2-isopropoxy-4-oxo-cyclobut-2-enyl]-4-methyl-4H-pyridine-1-carboxylic acid tert-butyl ester 
• 626-58-4 4-methylpiperidin 
• 113118-79-9 3-formyl-4-methyl-1-(phenoxycarbonyl)-1,4-dihydropyridine 

Relevant academic research and scientific papers

A synthesis of quinoline-5,8-quinones via the benzannulation of 1,4-dihydro-2-pyridyl carbene complexes

A method for the preparation of quinoline-5,8-quinones is described with the key step the benzannulation of a dihydropyridyl Fischer carbene complex. The carbene complexes are generated by the standard Fischer method upon metallation of N-Boc protected 1,4-dihydropyridines and their reactions with alkynes to provide 1,4-dihydroquinolines. The latter are converted to quinoline,5,8-quinones by a two-step oxidation procedure involving eerie ammonium nitrate and trityl tetrafluoroborate.

Efficient Solution-Phase Parallel Synthesis of 4-Substituted N-Protected Piperidines

Practical conditions for the synthesis of 4-substituted N-protected piperidines through CuCN·2LiBr-catalyzed organozinc additions to 1-acylpyridinium salts and subsequent hydrogen-transfer hydrogenation have been established. The reaction sequence is performed at room temperature and provides 4-substituted N-protected piperidines in excellent overall yields without the isolation of intermediate dihydropyridines, In those cases in which the organozinc addition results in mixtures of 2- and 4-substituted dihydropyridines, the 2-substituted isomers are efficiently scavenged with maleic anhydride and subsequently removed by a mild extractive workup with NaHCO3 (sat.). The N-acyl group can conveniently be exchanged from N-phenoxycarbonyl to N-tBoc, thus allowing orthogonal deprotection strategies. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

METHOD OF TREATING SCHIZOPHRENIA

The present invention relates to a novel method for treating a mammal suffering from or susceptible to schizophrenia and schizophreniform diseases by administering thiadiazole or oxadiazole compounds.

Versatile Synthesis of Dihydroquinolines and Quinoline Quinones Using Cyclobutenediones. Construction of the Pyridoacridine Ring System

1-BOC-2-lithio-1, 4-dihydropyridines were condensed with 3,4-disubstituted cyclobutenediones to produce 1,2-adducts. Neat thermolysis under oxygen-free conditions produced substituted 1,4-dihydroquinoline hydroquinones in which the tert-butoxy residue of the BOC group was displaced by a phenolic residue, generating an oxazolone ring that functioned to protect both rings of the dihydroquinoline hydroquinone from untimely oxidation. Oxidative aromatization with concomitant loss of the oxazolone ring was achieved using 2 equiv of o-chloranil in acetic acid and provided substituted quinoline quinones in good yields. By use of this strategy, a concise synthesis of the pyridoacridine ring system was achieved.

METHOD OF TREATING GASTROINTESTINAL MOTILITY DISORDERS

The present invention relates to a novel method for treating a mammal suffering from gastrointestinal motility disorders.

Method of treating urinary bladder dysfunctions with 3-tetrahydropyridine derivatives

The present invention relates to a novel method for treating a mammal suffering from urinary bladder dysfunctions.

Heterocyclic compounds and use

The present invention relates to therapeutically active azacyclic compounds, a method of preparing the same and to pharmaceutical compositions comprising the compounds. The novel compounds are useful as stimulants of the cognitive function of the forebrai

SYNTHESIS OF SUBSTITUTED 3-PYRIDINECARBOXALDEHYDES

Treatment of 3-substituted 1-(phenoxycarbonyl)-1,2-dihydropyridines with Vilsmeier reagent (POCl3/DMF) gave 3-substituted 5-formyl-1-(phenoxycarbonyl)-1,2-dihydropyridines, which were aromatized with hot sulfur to provide 5-substituted 3-pyridinecarboxaldehydes. The formylation of 4-substituted 1-(phenoxycarbonyl)-1,4-dihydropyridines and subsequent aromatization gave 4-substituted 3-pyridinecarboxaldehydes.