214627-66-4

Upstream product

• 108-42-9 3-chloro-aniline 
• 1722-12-9 2-chloropyrimidine 
• 108-90-7 chlorobenzene 
• 275-03-6 tetrazolo[1,5-a]pyrimidine 

Downstream Products

• 1050203-34-3 N-((1-bromo-7,8-difluoroisoquinolin-4-yl)methyl)-N-(3-chlorophenyl)pyrimidin-2-amine 
• 1402816-39-0 1-acetyl-1-tert-butyl-3-(3-chloro-phenyl)-3-pyrimidin-2-yl-urea 

Relevant academic research and scientific papers

Cp*IrIII-Catalyzed [3+2] Annulations of N-Aryl-2-aminopyrimidines with Sulfoxonium Ylides to Access 2-Alkyl Indoles Through C–H Bond Activation

The iridium-catalyzed aromatic C–H alkylation followed by intramolecular annulation reactions between N-aryl-2-aminopyridines and sulfoxonium ylides for the synthesis of 2-alkyl indoles is described. This highly efficient and step-economical cyclization r

Direct C-H alkylation and indole formation of anilines with diazo compounds under rhodium catalysis

The rhodium(iii)-catalyzed direct functionalization of aniline C-H bonds with α-diazo compounds is described. These transformations provide a facile construction of ortho-alkylated anilines with diazo malonates or highly substituted indoles with diazo acetoacetates.

A copper-mediated tandem reaction through isocyanide insertion into N-H bonds: Efficient access to unsymmetrical tetrasubstituted ureas

A copper-mediated multi-component reaction was developed through isocyanide insertion into N-H bonds of less active secondary arylamines. This approach leads to an efficient synthesis of unsymmetrical tetrasubstituted ureas in one pot. The Royal Society of Chemistry.

Heteroaromatic-aminomethyl quinolones: Potent and selective iNOS inhibitors

The overproduction of nitric oxide during the biological response to inflammation by the nitric oxide synthase (NOS) enzymes have been implicated in the pathology of many diseases. By removal of the amide core from uHTS-derived quinolone 4, a new series highly potent heteroaromatic-aminomethyl quinolone iNOS inhibitors 8 were identified. SAR studies led to identification of piperazine 22 and pyrimidine 32, both of which reduced plasma nitrates following oral dosing in a mouse lipopolysaccharide challenge assay.

Zinc base assisted amination of 2-chloropyrimidines by aniline derivatives at room temperature

The amination of 2-chloropyrimidines was performed with several aniline derivatives in the presence of tolylzinc bromide as a base. The organozinc compound has a profound effect on the reactivity of the amines, so that the reaction takes place at room tem

DIARYLAMINE-SUBSTITUTED QUINOLONES USEFUL AS INDUCIBLE NITRIC OXIDE SYNTHASE INHIBITORS

Novel diarylamine-substituted quinolone compounds and pharmaceutical compositions, certain of which have been found to inhibit inducible NOS synthase have been discovered, together with methods of synthesizing and using the compounds including methods for the treatment of iNOS-mediated diseases in a patient by administering the compounds.

ISOQUINOLINES USEFUL AS INDUCIBLE NITRIC OXIDE SYNTHASE INHIBITORS

Disclosed herein are new isoquinoline compounds and compositions and their application as pharmaceuticals for the treatment of disease. Methods of inhibition of nitric oxide synthase activity in a human or animal subject are also provided for the treatment disease.

Selective arylation of exocyclic N-position of 2-pyrimidylnitrenium ion photolytically generated from tetrazolo[1,5-a]pyrimidine in the presence of trifluoroacetic acid

Photo-reactions of tetrazolo[1,5-a]pyrimidine (1) with benzene (2a) and substituted benzenes (2b-f) in the presence of trifluoroacetic acid (TFA) gave 2-(2-, 3- and 4-substituted anilino)pyrimidines (3-5) together with 2-aminopyridine (6) and biphenyl (7) or diarylmethanes (8b, 8c and 8e). From the effect of heavy-atom solvent on the reactions, it is reasonable to assume that 3-5 are formed via a singlet species, but 6-8 via a triplet species. The intermediacy of 2-pyrimidylnitrenium ion is consistent with the evidence derived by the above effect, by a Hammett plot with p = -2.9 and by effects of solvent nucleophilicity and counter-anions. The selective exocyclic N-arylation giving 3-5 is discussed.