5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid

Name: 5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 1202993-11-0
Cat. No. CS-0061725
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid|CS-0061725

Structure of 1202993-11-0

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General Information

CAS No. 1202993-11-0
Cat. No. CS-0061725
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅ClF₂N₂O₂
Molecular Weight 210.57
Synonym(s) 5-Chloro-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic Acid
SMILES O=C(C1=C(Cl)N(C)N=C1C(F)F)O

Description

This pyrazole carboxylic acid features a difluoromethyl group at the 3-position and a chloro substituent at the 5-position, delivering enhanced electron-withdrawing character and metabolic stability. The methyl group at N1 improves solubility and synthetic handle compatibility. This scaffold integrates readily into bioactive molecules for medicinal chemistry campaigns requiring lipophilic, halogenated heterocycles with balanced polarity.

Application

5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and functionalization reactions. Its trifunctional architecture—combining a carboxylic acid, chloro, and difluoromethyl group—facilitates diverse downstream transformations, including amide formation, Suzuki-Miyaura coupling, and nucleophilic substitution. The molecule exhibits excellent bench stability and compatibility with common purification methods, making it ideal for iterative synthesis campaigns targeting pharmaceutical scaffolds.

Synthesis

Route1
- In-stock
  
  660845-30-7
- ~%
- In-stock
  
  1202993-11-0
References
- BAYER CROPSCIENCE AG; BENTING, Juergen; COQUERON, Pierre-Yves; CRISTAU, Pierre; DAHMEN, Peter; DESBORDES, Philippe; GARY, Stephanie; GREUL, Joerg; HADANO, Hiroyuki; MEISSNER, Ruth; WACHENDORFF-NEUMANN, Ulrike Patent: WO2011/151370 A1, 2011 ; Location in patent: Page/Page column 90 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 55.12
LogP 1.7093
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid

CAS No. 1202993-11-0

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