Production Method 1

16078-71-0

826-85-7

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Water ;  8 h, reflux

Reference

Design, synthesis and biological evaluation of pyrazolecarboxamides containing phenylpyrazole moieties

Mao, Ming-zhen; et al, Nongyao, 2016, 55(3), 166-169

Production Method 2

6162-76-1

826-85-7

Reaction Conditions

1.1 6 h, rt
1.2 Reagents: Triethylamine ;  6 h, reflux

Reference

Synthesis of 5-aminopyrazoles mediated by cyanoacetaldehyde

Yao, Peng, Huaxue Shiji, 2013, 35(6), 570-572

Production Method 3

826-85-7

Reaction Conditions

Reference

Reaction of α-chloroacrylonitrile with hydrazines

Hillers, S.; et al, Khimiya Geterotsiklicheskikh Soedinenii, 1975, (2), 246-9

Production Method 4

4554-16-9

826-85-7

Reaction Conditions

Reference

Product class 1: pyrazoles

Stanovnik, B.; et al, Science of Synthesis, 2002, 12, 15-225

Production Method 5

826-85-7

Reaction Conditions

1.1 Reagents: Hydrochloric acid

Reference

Studies on the synthesis of heterocyclic compounds. Part VI. The action of methyl salicylate on some 5-aminopyrazoles

Daidone, Giuseppe; et al, Journal of Heterocyclic Chemistry, 1981, 18(4), 747-50

Production Method 6

871-29-4

826-85-7

Reaction Conditions

1.1 Solvents: Benzene
2.1 Reagents: Hydrochloric acid

Reference

Aminopyrazoles. III. Novel one-flask preparation of 1-phenylpyrazol-3-amine

Ege, Guenter; et al, Journal of Heterocyclic Chemistry, 1982, 19(6), 1265-6

Production Method 7

826-85-7

Reaction Conditions

1.1 Reagents: Hydrazine Solvents: Water ;  2 h, 30 - 35 °C
2.1 Solvents: Toluene ;  rt; 3 h, rt
2.2 Reagents: Sodium tert-butoxide ;  5 h, reflux

Reference

Synthesis and pharmacological screening of pyrazolopyridine compounds as anxiolytics

Kushwah, Shruti; et al, International Journal of Pharmaceutical Research and Bio-Science, 2012, 1(2), 287-315

Production Method 8

16078-71-0

826-85-7

Reaction Conditions

1.1 Reagents: (±)-Chloroquine diphosphate Solvents: Water ;  6 h, 170 °C
1.2 Reagents: Sodium hydroxide Solvents: Water ;  pH 7, cooled

Reference

Design, synthesis and anti-P. falciparum activity of pyrazolopyridine-sulfonamide derivatives

Silva, Thais B.; et al, Bioorganic & Medicinal Chemistry, 2016, 24(18), 4492-4498

Production Method 9

60838-50-8

826-85-7

Reaction Conditions

1.1 Catalysts: Acetic acid Solvents: Toluene ;  1 h, 120 °C; cooled
1.2 Reagents: Sodium bicarbonate Solvents: Water ;  neutralized

Reference

Regiocontrolled synthesis of 3- and 5-aminopyrazoles, pyrazolo[3,4-d]pyrimidines, pyrazolo[3,4-b]pyridines and pyrazolo[3,4-b]quinolinones as MAPK inhibitors

Bagley, Mark C.; et al, Tetrahedron, 2013, 69(39), 8429-8438

Production Method 10

25112-05-4

826-85-7

Reaction Conditions

1.1 Reagents: Hydrochloric acid

Reference

Aminopyrazoles. III. Novel one-flask preparation of 1-phenylpyrazol-3-amine

Ege, Guenter; et al, Journal of Heterocyclic Chemistry, 1982, 19(6), 1265-6

Production Method 11

51649-80-0

826-85-7

Reaction Conditions

Reference

Aminopyrazoles. IV. Pyrazol-3- and 5-amines from 2,3-dihaloalkanenitriles or 3-chloroacrylonitriles and hydrazines

Ege, Guenter; et al, Journal of Heterocyclic Chemistry, 1982, 19(6), 1267-73

Production Method 12

51649-80-0

826-85-7

Reaction Conditions

1.1 Solvents: Acetic acid ,  Dimethylformamide

Reference

A tandem decarboxylation/Diels-Alder reaction of 5-amino-1-phenyl-4-pyrazolecarboxylic acid with 1,3,5-triazines

Dang, Qun; et al, Tetrahedron Letters, 2001, 42(48), 8419-8422

Production Method 13

26955-79-3

826-85-7

Reaction Conditions

1.1 Reagents: Sulfuric acid ,  Ferric sulfate Solvents: Water

Reference

Chemotherapeutic studies in the heterocyclic series. XX. Preparation of 3-amino-2-phenylpyrazole as amino component of a long-acting sulfanilamide

Schmidt, P.; et al, Helvetica Chimica Acta, 1958, 41, 306-9

Production Method 14

1820-80-0

98-80-6

826-85-7

Reaction Conditions

1.1 Catalysts: Cupric acetate ,  Tetrasodium meso-tetra(4-sulfonatophenyl)porphine Solvents: Water ;  5 h, 50 °C

Reference

Cu(OAc)2-porphyrins as an efficient catalytic system for base-free, nature mimicking Chan-Lam coupling in water

Venkateswarlu, Katta ; et al, Applied Organometallic Chemistry, 2021, 35(6),

Production Method 15

353-07-1

100-52-7

826-85-7

Reaction Conditions

1.1 Solvents: Toluene ;  rt; 3 h, rt
1.2 Reagents: Sodium tert-butoxide ;  5 h, reflux

Reference

Synthesis and pharmacological screening of pyrazolopyridine compounds as anxiolytics

Kushwah, Shruti; et al, International Journal of Pharmaceutical Research and Bio-Science, 2012, 1(2), 287-315

Production Method 16

2601-89-0

826-85-7

Reaction Conditions

Reference

Product class 1: pyrazoles

Stanovnik, B.; et al, Science of Synthesis, 2002, 12, 15-225

Production Method 17

94-05-3

826-85-7

Reaction Conditions

1.1 Solvents: Ethanol ;  heated
1.2 Reagents: Hydrochloric acid Solvents: Water

Reference

Harnessing Cascade Suzuki-Cyclization Reactions of Pyrazolo[3,4-b]pyridine for the Synthesis of Tetracyclic Fused Heteroaromatics

Lavrard, Hubert; et al, European Journal of Organic Chemistry, 2017, 2017(3), 600-608

Production Method 18

920-37-6

826-85-7

Reaction Conditions

Reference

Reaction of α-chloroacrylonitrile with hydrazines

Hillers, S.; et al, Khimiya Geterotsiklicheskikh Soedinenii, 1975, (2), 246-9

Production Method 19

119-36-8

826-85-7

Reaction Conditions

1.1 -
2.1 Reagents: Hydrochloric acid

Reference

Studies on the synthesis of heterocyclic compounds. Part VI. The action of methyl salicylate on some 5-aminopyrazoles

Daidone, Giuseppe; et al, Journal of Heterocyclic Chemistry, 1981, 18(4), 747-50

1-phenyl-1H-pyrazol-5-amine Raw materials

• 2,3-Dichloropropanenitrile (~85%)
• 1H-pyrazol-5-amine
• Phenylboronic acid
• Methyl salicylate
• 2,3-Dibromopropionitrile, 90%
• 3-Methoxyacrylonitrile
• 5-Amino-1-phenyl-1H-pyrazole-4-carboxylic acid
• Ethyl Cyano(ethoxymethylene)acetate
• Propanenitrile,3-(2-phenylhydrazinyl)-
• 2-Propenenitrile, 3-chloro-
• Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate
• 2-chloroprop-2-enenitrile
• 3-Hydrazinylpropanenitrile
• Benzaldehyde
• Propanenitrile, 3-(2-phenylhydrazinylidene)-
• 3-oxopropanenitrile

1-phenyl-1H-pyrazol-5-amine Preparation Products

• 1-phenyl-1H-pyrazol-5-amine (826-85-7)

• 1. Fast synthesis of copper nanoclusters through the use of hydrogen peroxide additive and their application for the fluorescence detection of Hg2+ in water samples?
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  Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. Llewellyn Chem. Commun., 2007, 3291-3293

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

• 1128-56-9(1-Phenyl-1H-pyrazol-3-amine)
• 87949-14-2(1-(4-methylphenyl)-1H-pyrazol-3-amine)
• 1248501-80-5(1-(4-Fluorophenyl)-1H-pyrazole-3,5-diamine)
• 85561-52-0(1H-Pyrazole-4,5-diamine, 1-phenyl-)
• 14678-99-0(1H-Pyrazol-5-amine, 1-(4-methylphenyl)-)
• 7369-20-2(1-Phenyl-1H-pyrazole-3,5-diamine)
• 1019-13-2(2H-Indazol-3-amine, 2-phenyl-)
• 14678-97-8(1-(4-chlorophenyl)-1H-pyrazol-5-amine)
• 394655-88-0(1H-Pyrazol-5-amine, 1-(1-naphthalenyl)-)
• 660853-64-5(1-(pyridin-4-yl)-1H-pyrazol-5-amine)