Production Method 1

16078-71-0

885-94-9

Reaction Conditions

1.1 Reagents: tert-Butyl nitrite Solvents: Tetrahydrofuran ;  2 h, reflux

Reference

Synthesis of Pyrazole-Carboxamides and Pyrazole-Carboxylic Acids Derivatives: Simple Methods to Access Powerful Building Blocks

Ferreira, Byanca Silva; Silva, Rafaela Correa; Souto, Bernardo Araujo; dos Santos, Mauricio Silva, Letters in Organic Chemistry, 2021, 18(5), 335-343

Production Method 2

623-47-2

120-06-9

885-94-9

Reaction Conditions

1.1 Reagents: Triethanolamine ,  Sodium ascorbate Catalysts: Copper sulfate ,  Benzenesulfonic acid, 4,4′-(1,10-phenanthroline-4,7-diyl)bis-, sodium salt (1:2) Solvents: tert-Butanol ,  Water ;  16 h, rt
1.2 Reagents: HEDTA Solvents: Water

Reference

Discovery of Chemoselective and Biocompatible Reactions Using a High-Throughput Immunoassay Screening

Kolodych, Sergii; Rasolofonjatovo, Evelia; Chaumontet, Manon; Nevers, Marie-Claire; Creminon, Christophe; et al, Angewandte Chemie, 2013, 52(46), 12056-12060

Production Method 3

37622-90-5

885-94-9

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: 10-Phenylphenothiazine ,  Lithium perchlorate Solvents: 2,2,2-Trifluoroethanol ,  1,1,1,3,3,3-Hexafluoro-2-propanol ;  24 h, 1 atm

Reference

Unveiling potent photooxidation behavior of catalytic photoreductants

Targos, Karina; Williams, Oliver P.; Wickens, Zachary K., ChemRxiv, 2021, 1, 1-8

Production Method 4

16078-71-0

885-94-9

Reaction Conditions

1.1 Reagents: Isoamyl nitrite Solvents: Tetrahydrofuran

Reference

Nonaqueous diazotization of 5-amino-1-aryl-1H-pyrazole-4-carboxylate esters

Beck, James R.; Gajewski, Robert P.; Lynch, Michael P.; Wright, Fred L., Journal of Heterocyclic Chemistry, 1987, 24(1), 267-70

Production Method 5

37622-90-5

885-94-9

Reaction Conditions

1.1 Catalysts: Oxonium, ethyl(9-methoxy-1H-phenalen-1-ylidene)-, tetrafluoroborate(1-) (1:1) Solvents: 1,1,1,3,3,3-Hexafluoro-2-propanol ;  10 min, rt; 12 h, rt

Reference

Introducing Phenalenyl-Based Organic Lewis Acid as a Photocatalyst to Facilitate Oxidative Azolation of Unactivated Arenes

Sen, Partha Pratim ; Roy, Sudipta Raha, Organic Letters, 2023, 25(11), 1895-1900

Production Method 6

163677-00-7

885-94-9

Reaction Conditions

1.1 Reagents: Hydrazine, phenyl-

Reference

Addition reactions of immonium benzotriazolates to acetylenic esters

Katritzky, Alan R.; Fali, Clara N.; Onciu, Daniela C., Tetrahedron, 1995, 51(4), 1069-76

Production Method 7

37622-90-5

885-94-9

Reaction Conditions

1.1 Reagents: Acetic acid ,  Lithium perchlorate Catalysts: Cyclopropenylium, 1,2,3-tris[(2R,6S)-2,6-dimethyl-1-piperidinyl]-, rel-, perchlo… Solvents: Acetonitrile ;  60 h, rt

Reference

Electrophotocatalysis with a trisaminocyclopropenium radical dication

Huang, He; Strater, Zack M.; Rauch, Michael; Shee, James; Sisto, Thomas J.; et al, Angewandte Chemie, 2019, 58(38), 13318-13322

Production Method 8

623-47-2

120-06-9

885-94-9

Reaction Conditions

1.1 Catalysts: Cupric acetate Solvents: Toluene ;  2 h, 140 °C

Reference

Cu-catalysed pyrazole synthesis in continuous flow

Comas-Barcelo, Julia; Blanco-Ania, Daniel; van den Broek, Sebastiaan A. M. W.; Nieuwland, Pieter J.; Harrity, Joseph P. A.; et al, Catalysis Science & Technology, 2016, 6(13), 4718-4723

Production Method 9

37622-90-5

885-94-9

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: (-)-Quebrachitol ,  Copper Solvents: Dimethyl sulfoxide ,  Water ;  15 - 24 h, 100 °C

Reference

L-(-)-Quebrachitol as a Ligand for Selective Copper(0)-Catalyzed N-Arylation of Nitrogen-Containing Heterocycles

Zhou, Qifan; Du, Fangyu; Chen, Yuanguang; Fu, Yang; Sun, Wenjiao; et al, Journal of Organic Chemistry, 2019, 84(12), 8160-8167

Production Method 10

556809-03-1

26788-89-6

885-94-9

Reaction Conditions

1.1 Catalysts: Tributylphosphine Solvents: Dichloromethane ;  12 h, rt

Reference

nBu3P-Catalyzed Desulfonylative [3 + 2] Cycloadditions of Allylic Carbonates with Arylazosulfones to Pyrazole Derivatives

Zhang, Qi; Meng, Ling-Guo; Wang, Kuai; Wang, Lei, Organic Letters, 2015, 17(4), 872-875

Production Method 11

37622-90-5

885-94-9

Reaction Conditions

1.1 Catalysts: Antimony pentachloride ,  2803427-37-2 Solvents: Acetonitrile ;  16 h

Reference

Oxidative con-PET catalysis for arene functionalization

Bieszczad, Bartosz; Karl, Tobias A.; Rolka, Alessa B.; Nuernberger, Patrick; Kutta, Roger J.; et al, ChemRxiv, 2022, 1, 1-49

Production Method 12

37622-90-5

885-94-9

Reaction Conditions

1.1 Reagents: Acetic acid Catalysts: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Solvents: Nitromethane ;  36 h, rt

Reference

Arene C-H Amination with N-Heteroarenes by Catalytic DDQ Photocatalysis

Nakayama, Kaii; Okada, Yohei, Journal of Organic Chemistry, 2023, 88(9), 5913-5922

Production Method 13

591-50-4

37622-90-5

885-94-9

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: Iron ,  Cuprous iodide ,  Carbon nitride (C3N4) Solvents: Dimethylformamide ;  12 h, rt → 393 K

Reference

Activation of Copper Species on Carbon Nitride for Enhanced Activity in the Arylation of Amines

Vorobyeva, Evgeniya; Gerken, Viktoria C.; Mitchell, Sharon; Sabadell-Rendon, Albert; Hauert, Roland; et al, ACS Catalysis, 2020, 10(19), 11069-11080

Production Method 14

92385-43-8

885-94-9

Reaction Conditions

1.1 Solvents: Ethanol ;  2.5 h, reflux

Reference

A novel series of potent and selective small molecule inhibitors of the complement component C1s

Subasinghe, Nalin L.; Ali, Farah; Illig, Carl R.; Rudolph, M. Jonathan; Klein, Scott; et al, Bioorganic & Medicinal Chemistry Letters, 2004, 14(12), 3043-3047

Production Method 15

623-47-2

885-94-9

Reaction Conditions

1.1 Catalysts: N-Bromosuccinimide ,  Montmorillonite ((Al1.33-1.67Mg0.33-0.67)(Ca0-1Na0-1)0.33Si4(OH)2O10.xH2O) ;  110 °C; 2 h, 110 °C

Reference

Solvent-free and montmorillonite K10-catalyzed domino reactions for the synthesis of pyrazoles with alkynylester as a dual synthon

Annes, Sesuraj Babiola; Saritha, Rajendhiran; Subramanian, Saravanan; Shankar, Bhaskaran; Ramesh, Subburethinam, Green Chemistry, 2020, 22(8), 2388-2393

Production Method 16

37622-90-5

885-94-9

Reaction Conditions

1.1 Reagents: Acetic acid ,  Tetrabutylammonium hexafluorophosphate Catalysts: 4,4′,4′′-(Nitrilotri-4,1-phenylene)tris[benzonitrile] Solvents: Acetonitrile ;  60 h, rt

Reference

Hole-mediated photoredox catalysis: tris(p-substituted)biarylaminium radical cations as tunable, precomplexing and potent photooxidants

Wu, Shangze; Zurauskas, Jonas; Domanski, Michal; Hitzfeld, Patrick S.; Butera, Valeria; et al, Organic Chemistry Frontiers, 2021, 8(6), 1132-1142

Ethyl 1-phenyl-1H-pyrazole-4-carboxylate Raw materials

• Iodobenzene
• Ethyl 3-dimethylamino-2-formylacrylate
• Ethyl 1H-pyrazole-4-carboxylate
• ethyl propiolate
• 4-Morpholinepropanoic acid, α-(1H-benzotriazol-1-ylmethylene)-, ethyl ester, (E)- (9CI)
• 2-Propenoic acid, 2-[[[(1,1-dimethylethoxy)carbonyl]oxy]methyl]-, ethyl ester
• Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate
• 3-phenyloxadiazol-3-ium-5-olate
• Benzenesulfonamide, 4-methyl-N-(phenylimino)-

Ethyl 1-phenyl-1H-pyrazole-4-carboxylate Preparation Products

• Ethyl 1-phenyl-1H-pyrazole-4-carboxylate (885-94-9)

• 1. Aluminium complexes with thio-phosphorus ligands: syntheses and characterisations of [Al2(CyPS3)2(CyPHS2)2] and [Al(S2PPh2)3]?
  Robert P. Davies,Maria A. Giménez,Laura Patel,Andrew J. P. White Dalton Trans., 2008, 5705-5707
• 2. An atomically efficient, highly stable and redox active Ce0.5Tb0.5Ox (3% mol.)/MgO catalyst for total oxidation of methane?
  Juan J. Sánchez,Miguel López-Haro,Juan C. Hernández-Garrido,Ginesa Blanco,Miguel A. Cauqui,José M. Rodríguez-Izquierdo,José A. Pérez-Omil,José J. Calvino,María P. Yeste J. Mater. Chem. A, 2019,7, 8993-9003
• 3. An investigation of surface properties, local elastic modulus and interaction with simulated pulmonary surfactant of surface modified inhalable voriconazole dry powders using atomic force microscopy
  Michael Kappl,Paul M. Young,Daniela Traini,Sanyog Jain RSC Adv., 2016,6, 25789-25798
• 4. An atmosphere and light tuned highly diastereoselective synthesis of cyclobuta/penta[b]indoles from aniline-tethered alkylidenecyclopropanes with alkynes?
  Bo Cao,Yin Wei Chem. Commun., 2018,54, 2870-2873
• 5. An approach to 7-aza-1-phosphanorbornane complexes: strain promoted rearrangement of 1-iminylphosphirane complexes and cycloaddition with olefins?
  Yang Xu,Min Wang,Donghui Wei,Rongqiang Tian,Zheng Duan,Fran?ois Mathey Dalton Trans., 2019,48, 5523-5526

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Phenylpyrazoles
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Pyrazoles Phenylpyrazoles

• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
• 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
• 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
• 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)