LH-Pyrazol

Organ et al. from York University demonstrated that a diarylated IH-pyrazole-based library, based on the structure of the potent COX II inhibitor Celecoxib [4-(3-trifluoromethyl-5-(4-methylphenyl)-lH-pyrazol-l-yl)benzenesulfonamide], could be rapidly prepared using MAOS [59]. Microwave-accelerated Suzuki reaction on 4-(5-iodo-3-methyl-lH-pyrazol-l-yl)-benzenesulfonamide using heterogeneous Pd/C was the principal diversification step investigated (Scheme 41). The interest of the team in microwave... 

Polymeric compounds are formed from 1,3,5-benzene tricarboxylate and zinc with 2,2 -bipyridyl, phenanthroline, or a pyridyl-2-(l-methyl-lH-pyrazol-3-yl) derivative. A number of compounds were characterized with varying ligand protonation and some, such as [ZnL(pyridine-2-(l-methyl-4-nitro-lH-pyrazol-3-yl))(H20)], containing single-stranded coordinative chains.383... 

In some cases a choice of multicomponent or linear protocol for the treatment of pyruvic acids, aminoazole, and aldehydes allows obtaining different heterocycles. For instance, MCR involving 5-aminopyrazoles or sequence pathway via preliminary synthesis of arylidenpyruvic acids led to positional isomers 36 and 37, respectively (Scheme 15) [4, 61, 68]. It is interesting to note that the same strategy applied to 3-amino-l,2,4-triazole or to amino-W-aryl-lH-pyrazole-4-carboxamide reactions gave no effect and the final compound for both the protocols were the same [52, 61, 62]. 

Kumaravel K, Vasuki G (2009) Four-component catalyst-free reaction in water combinatorial library synthesis of novel 2-amino-4-(5-hydroxy-3-methyl-lH-pyrazol-4-yl) H-chro-mene-3-carbonitrile derivatives. Green Chem 11 1945-1947... 

Vertex has reported several variations of the pyrazole class with activity against Aurora-A and a number of other protein kinases [174-187]. Patent applications covering (lH-pyrazol-3-yl)quinazohnes (73a,b) and a series exemplified by 74 were described as having protein kinase inhibitor activity... 

Bardwell, D. A. Jeffery, J. C. Jones, P. L. McCleverty, J. A. Psillakis, E. Reeves, Z. R. Ward, M. D. Lanthanide complexes of the tetradentate N-donor ligand dihydrobis[3-(2-pyridyl)pyrazolyl]borate and the terdentate N-donor ligand 2,6-bis(lH-pyrazol-3-yl)pyridine syntheses, crystal structures and solution structures based on luminescence lifetime studies. J. Chem. Soc., Dalton Trans. 1997, 2079-2086. 

Diethylamino)phenyl]-4,5-drhydro-l-phenyl-lH-pyrazol-3 -yl]ethenyl]-N,N-diethylbenzenamine, (5-(p-diethyl ammophenyl)-l-phenyl-3-(p-diethylamLi... 

The pyrazolato copper(I) complex, [Cu(pz)] (Hpz = lH-pyrazole), and related copper(I) complexes having different substituents on the pyrazole ring are well known.1,2 For these pyrazolato derivatives, various synthetic routes have been reported. However, the methods are, in general, complex and do... 

The following procedure represents a convenient preparative method leading to the synthesis of copper(I) pyrazolates, namely, [Cu(pz)]n (Hpz = IH-pyrazole), [Cu(dmpz)]3 (Hdmpz = 3,5-dimethyl-lH-pyrazole), [Cu(dcmpz)] (Hdcmpz = dimethyl- lf/-pyrazole-3,5-dicarboxylate), [Cu(dctpz)]n (Hdctpz = di-ferf-butyl-1 f/-pyrazole-3,5-dicarboxylate), and [Cu(dppz)]4 (Hdppz = 3,5-diphenyl-lH-pyrazole). In all cases, high yields ( >90%) of the pure products are obtained. 

Fig. 5. Charge-transport molecules (a) A, AAbis(3-methylphenyl)-A,AAcliphenyl-[l,l,-biphenyl]-4,4,-diamine [65181-78-4]-, (b) 4-(diethylamino)benzaldehyde diphenylhydrazone [68189-25-1] (c) 4-[2-[5-[4-(diethylamino)phenyl]-4,5-dihydro-l-phenyl-lH-pyrazol-3-yl]ethenyl]-N,N-diethylbenzenamine [57609-72-0]...

The resonance structures of the 2-substituted pyrazole 1-oxides 74 are discussed in Section 1.1.1. According to IUPAC nomenclature, structure 86 is a 1-substituted lH-pyrazole 2-oxide since the rules dictate that when R=H the indicated hydrogen position takes numbering precedence. Other names found in the literature are 1-substituted pyrazole 2-oxides or 1-substituted 2-oxo-1 H-pyrazoles. Frequently the numbering is switched to give the names 2-substituted 2H-pyrazole 1-oxide, 2-substituted pyrazole... 

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