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

Name: 5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 660845-30-7
Cat. No. CS-0044325
Purity≥95%
MDL No.MFCD12827692

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde|CS-0044325

Structure of 660845-30-7

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General Information

CAS No. 660845-30-7
Cat. No. CS-0044325
Purity ≥95%
MDL No. MFCD12827692
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅ClF₂N₂O
Molecular Weight 194.57
Synonym(s) 5-Chloro-3-difluoromethyl-1-methyl-1H-pyrazole-4-carbaldehyde
SMILES FC(F)C1=NN(C)C(Cl)=C1C=O

Description

This difluoromethyl-substituted pyrazole aldehyde features a reactive aldehyde group flanked by electron-withdrawing chlorine and difluoromethyl moieties, enhancing electrophilicity for use in heterocyclic coupling reactions. The methyl group at the pyrazole nitrogen improves solubility and stability under standard conditions.

Application

5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to heterocyclic scaffolds via standard coupling and functional group transformation protocols. The difluoromethyl group enhances metabolic stability and modulates lipophilicity, while the aldehyde functionality facilitates reductive amination, imine formation, and conjugate addition reactions. Bench-stable and compatible with diverse reaction conditions, it supports scalable synthesis of bioactive molecules.

Synthesis

Route1
- In-stock
  
  129922-58-3
- ~71%
- In-stock
  
  660845-30-7
References
- Takahashi, Satoru; Ueno, Ryohei; Yamaji, Yoshihiro; Fujinami, Makoto Patent: US2005/256004 A1, 2005 ; Location in patent: Page/Page column 33 ;
Route2
- In-stock
  
  129922-58-3
- 68-12-2
- ~72%
- In-stock
  
  660845-30-7
References
- Bayer CropScience AG Patent: US2011/207940 A1, 2011 ; Location in patent: Page/Page column 5 ;

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

Quality Control

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Computational Chemistry Data

TPSA 34.89
LogP 1.8236
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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

CAS No. 660845-30-7

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