53561-07-2

Usage

InChI:InChI=1/C18H16N2O2/c1-2-22-18(21)16-13-19-20(15-11-7-4-8-12-15)17(16)14-9-5-3-6-10-14/h3-13H,2H2,1H3

Upstream product

• 39973-76-7 ethyl 2-benzoyl-3-ethoxyacrylate 
• 100-63-0 phenylhydrazine 
• 872988-43-7 4-(ethoxycarbonyl)-1,5-diphenyl-1H-pyrazole-3-carboxylic acid 
• 59-88-1 phenylhydrazine hydrochloride 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 30588-33-1 5-hydroxy-1-phenyl-1H-pyrazole-4-carboxylic acid ethyl ester 
• 1294500-59-6 ethyl 1-phenyl-5-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazole-4-carboxylate 
• 98-80-6 phenylboronic acid 
• 3815-83-6 3,4-diphenylsydnone 
• 623-47-2 propynoic acid ethyl ester 
• 66129-60-0 ethyl-3-(dimethylamino)-2-(phenylcarbonyl)prop-2-enoate 

Downstream Products

• 98700-53-9 1,5-diphenyl-1H-pyrazole-4-carboxylic acid 
• 6831-89-6 1,5-diphenyl-1H-pyrazole 
• 32702-05-9 (1,5-diphenyl-1H-pyrazol-4-yl)-acetic acid 
• 153863-50-4 2-(1,5-diphenyl-1H-pyrazol-4-yl)acetonitrile 
• 153863-71-9 4-Bromomethyl-1,5-diphenyl-1H-pyrazole 
• 502935-52-6 1,5-diphenyl-1H-pyrazole-4-carboxylic acid methoxy-amide 
• 153863-42-4 (1,5-Diphenyl-1H-pyrazol-4-yl)-methanol 

Relevant academic research and scientific papers

Synthesis and Rotational Isomerism of 1-Substituted Methyl (S)-[5-(2-Nitrophenyl)-1H-pyrazole-4-carbonyl]alaninates

Seven title compounds 12a-g and the (S)-prolinate analogue 13 were prepared in five steps from 2-nitrobenzoic acid (7). Reduction of the nitro group followed by derivatization of the so formed anilines 14 gave the N-alkyl-(15a-c), N-acyl-(16a,b and 19), and N-vinyl derivative 20. NMR spectra of (S)-alanine and (S)-proline derived compounds 12, 13, 14-16, 19, and 20 exhibited two sets of signals corresponding to pairs of conformational diastereomers. The free energy barriers of rotation, ΔG?298 = 82-86 kJ mol-1, were determined by 1H NMR for 12a, 12d, 12f, and 12g and evaluated by DFT calculations.

Design, synthesis and RON receptor tyrosine kinase inhibitory activity of new head groups analogs of LCRF-0004

New heteroarylcarboxamide head groups substituted with two aromatic rings analogs of thieno[3,2-b]pyridine-based kinase inhibitor LCRF-0004 were designed and synthesized. Potent inhibitors of RON tyrosine kinase with various level of selectivity for c-Met RTK were obtained.

Ethyl 3- and 5-triflyloxy-1H-pyrazole-4-carboxylates in the synthesis of condensed pyrazoles by Pd-catalysed cross-coupling reactions

The easily obtainable title compounds ethyl 5- and 3-triflyloxy-1H- pyrazole-4-carboxylates (2 and 5) have been used as precursors in Sonogashira-type cross-coupling reactions with various alkynes to obtain the corresponding 5- and 3-alkynyl-4-(ethoxycarb

Synthesis and characterization of some pyrazole derivatives of 1,5-diphenyl-1H-pyrazole-3,4-dicarboxylic acid

(Chemical Equation Presented) Compound of 4-(ethoxycarbonyl)-1,5-diphenyl- 1H-pyrazole-3-carboxylic acid 2 was obtained from the reaction of ethyl 4,5-dioxo-2-phenyl-4,5-dihydrofuran-3-carboxylate and 1-benzylidene-2- phenylhydrazine. A number of substitute pyrazole dicarboxylic acid derivatives (4, 5a-c, 6, 7, 8, 9a-m, 10, 11, 12, 13, 14) were synthesized from 1,5-diphenyl-1H-pyrazole-3,4-dicarboxylic acid 3 which was prepared from basic hydrolysis of 2. Structures of synthesized compounds were characterized by 1H NMR, 13C NMR, Mass, FTIR, and elemental analysis.

Cross coupling of bromo sydnones: Development of a flexible route toward functionalized pyrazoles

(Chemical Equation Presented) The application of a Suzuki cross coupling approach to a range of C-4 substituted sydnones from a 4-bromosydnone is described. Moreover, the potential of this approach to prepare a diverse range of pyrazoles is demonstrated.

Synthesis and some reactions of 4-(ethoxycarbonyl)-1,5-diphenyl- 1H-pyrazole-3-carboxylic acid

(Chemical Equation Presented) 1,5-Diphenyl-1H-pyrazole-3,4-dicarboxylic acid-4-ethyl ester 2, obtained from the 4-ethoxycarbonyl-5-phenyl-2,3-furandione 1 and N-benzylidene-N1-phenyl hydrazine, was converted via reactions of its acid chloride 3 with various alcohols or N-nucleophiles into the corresponding ester 5 or amide derivatives 6, respectively. In addition, 2 was decarboxylated to give ethyl 1,5-diphenylpyrazole-4-carboxylate 4. Nitrile 7 derivative of 2 was also obtained by dehydration of 6a in a mixture of SOCl 2 and DMF. While cyclocondensation reaction of 2 with hydrazine hydrate leads to the formation of pyrazolo[3,4-d]pyridazine-4,7-dione 8, the reaction of 3 with anhydrous hydrazine provided a new bis pyrazole derivative 9.