Production Method 1

1621-91-6

84547-87-5

Reaction Conditions

1.1 Reagents: Sodium chloride Solvents: Chloroform ,  Water ;  15 °C

Reference

The Reactivity Trends in Electrochemical Chlorination and Bromination of N-Substituted and N-Unsubstituted Pyrazoles*

Lyalin, B. V.; et al, Chemistry of Heterocyclic Compounds (New York, 2014, 49(11), 1599-1610

Production Method 2

401517-15-5

84547-87-5

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water ;  1 h, 120 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  acidified, rt

Reference

Pyrazole-3/5-carboxylic acids from 3/5-trifluoromethyl NH-pyrazoles

Ermolenko, Mikhail S.; et al, Tetrahedron, 2013, 69(1), 257-263

Production Method 3

15878-08-7

84547-87-5

Reaction Conditions

1.1 Reagents: Permanganic acid (HMnO4), potassium salt (1:1) Solvents: Water ;  3 d, rt; 5 h, 70 °C

Reference

3-Substituted pyrazoles and 4-substituted triazoles as inhibitors of human 15-lipoxygenase-1

Pelcman, Benjamin; et al, Bioorganic & Medicinal Chemistry Letters, 2015, 25(15), 3024-3029

Production Method 4

15878-08-7

84547-87-5

Reaction Conditions

1.1 Reagents: Permanganic acid (HMnO4), potassium salt (1:1) Solvents: Water ;  4 h, reflux
1.2 Reagents: Hydrochloric acid Solvents: Water

Reference

Preparations of 4-Substituted 3-Carboxypyrazoles

Janin, Yves L., Journal of Heterocyclic Chemistry, 2013, 50(6), 1410-1414

Production Method 5

1621-91-6

84547-87-5

Reaction Conditions

1.1 Reagents: Sodium chloride Solvents: Water ;  15 °C

Reference

Electrosynthesis of 4-chloropyrazolecarboxylic acids

Lyalin, B. V.; et al, Russian Chemical Bulletin, 2010, 58(2), 291-296

Production Method 6

401517-15-5

84547-87-5

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water ;  1 h, 150 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  acidified

Reference

Synthesis and evaluation of original bioisosteres of bacterial type IIA topoisomerases inhibitors

Petrella, Stephanie; et al, Canadian Journal of Chemistry, 2016, 94(3), 240-250

Production Method 7

1189363-78-7

84547-87-5

Reaction Conditions

1.1 Reagents: Sodium hydroxide

Reference

3-Substituted pyrazoles and 4-substituted triazoles as inhibitors of human 15-lipoxygenase-1

Pelcman, Benjamin; et al, Bioorganic & Medicinal Chemistry Letters, 2015, 25(15), 3024-3029

Production Method 8

1453-58-3

84547-87-5

Reaction Conditions

1.1 Reagents: Chlorine Solvents: Carbon tetrachloride ;  -78 °C; overnight, rt
2.1 Reagents: Permanganic acid (HMnO4), potassium salt (1:1) Solvents: Water ;  3 d, rt; 5 h, 70 °C

Reference

3-Substituted pyrazoles and 4-substituted triazoles as inhibitors of human 15-lipoxygenase-1

Pelcman, Benjamin; et al, Bioorganic & Medicinal Chemistry Letters, 2015, 25(15), 3024-3029

Production Method 9

84547-87-5

84547-87-5

1621-91-6

Reaction Conditions

1.1 Solvents: Acetonitrile ,  Water ;  overnight, pH 9.5, rt
1.2 Reagents: Ethanol
1.3 Reagents: Molybdenum hexacarbonyl ,  Cesium hydroxide Catalysts: Palladate(1-), [2′-(amino-κN)[1,1′-biphenyl]-2-yl-κC]chloro[2′-(dicyclohexylphos… Solvents: 1-Methoxy-2-propanol ,  Water ;  15 h, 80 °C

Reference

Palladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis

Li, Jian-Yuan; et al, Bioconjugate Chemistry, 2019, 30(8), 2209-2215

4-Chloro-1H-pyrazole-3-carboxylic acid Raw materials

• 3-Methylpyrazole
• 4-chloro-5-methyl-1H-pyrazole
• 1H-pyrazole-5-carboxylic acid
• ethyl 4-chloro-1H-pyrazole-5-carboxylate
• 4-Chloro-1H-pyrazole-3-carboxylic acid
• 4-Chloro-3-trifluoromethyl-1H-pyrazole

4-Chloro-1H-pyrazole-3-carboxylic acid Preparation Products

• 1H-pyrazole-5-carboxylic acid (1621-91-6)
• 4-Chloro-1H-pyrazole-3-carboxylic acid (84547-87-5)

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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Pyrazole carboxylic acids and derivatives
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Pyrazoles Pyrazole carboxylic acids and derivatives

• 29400-84-8(4-Chloro-5-methyl-1H-pyrazole-3-carboxylic acid)
• 623570-54-7(4-Chloro-1H-pyrazole-3-carbaldehyde)
• 115964-19-7(3,4-dichloro-1H-pyrazole-5-carboxylic acid)
• 1281872-47-6(methyl 4-chloro-5-methyl-1H-pyrazole-3-carboxylate)
• 1189363-78-7(ethyl 4-chloro-1H-pyrazole-5-carboxylate)
• 1934259-26-3(5-Bromo-4-chloro-1H-pyrazole-3-carboxylic acid)
• 637022-63-0(1H-Pyrazole-3-carboxylic acid, 4-chloro-5-methyl-, ethyl ester)
• 84547-85-3(4-Chloro-1-methyl-1H-pyrazole-3-carboxylic acid)
• 158668-22-5(4-chloro-5-ethyl-1H-pyrazole-3-carboxylic acid)
• 1005584-90-6(methyl 4-chloro-1H-pyrazole-5-carboxylate)