1,3-Dimethyl-1H-pyrazole-5-carbaldehyde

Name: 1,3-Dimethyl-1H-pyrazole-5-carbaldehyde
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CAS No. 25016-09-5
Cat. No. CS-W005610
Purity≥97%
MDL No.MFCD02681907

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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1,3-Dimethyl-1H-pyrazole-5-carbaldehyde|CS-W005610

Structure of 25016-09-5

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General Information

CAS No. 25016-09-5
Cat. No. CS-W005610
Purity ≥97%
MDL No. MFCD02681907
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈N₂O
Molecular Weight 124.14
Synonym(s) 2,5-dimethylpyrazole-3-carbaldehyde
SMILES O=CC1=CC(C)=NN1C

Description

1,3-Dimethyl-1H-pyrazole-5-carbaldehyde features a pyrazole core with methyl groups at the 1- and 3-positions, enhancing steric protection and electronic stability. The aldehyde functionality at the 5-position enables direct coupling in C–C bond-forming reactions, including Wittig and Grignard additions. This bench-stable, moisture-tolerant scaffold integrates readily into heterocyclic libraries for medicinal chemistry and materials science applications.

Application

1,3-Dimethyl-1H-pyrazole-5-carbaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to pyrazole-based scaffolds. Its aldehyde functionality facilitates reductive amination, Grignard additions, and condensation reactions with amines or hydrazines under mild conditions. The dimethyl substitution enhances bench stability and solubility, while the pyrazole core provides structural rigidity and favorable pharmacophore characteristics. Functions effectively in multistep syntheses requiring orthogonal reactivity and clean purification profiles.

Synthesis

Route1
- In-stock
  
  57012-20-1
- ~33%
- In-stock
  
  25016-09-5
References
- Pal, Manojit; Rao, Yeleswarapu Koteswar; Khanna, Ish; Swamy, Nalivela Kumara; Subramanian, Venkataraman; Batchu, Venkateswara Rao; Iqbal, Javed; Pillarisetti, Sivaram Patent: US2006/128729 A1, 2006 ; Location in patent: Page/Page column 98 ;

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 34.89
LogP 0.54102
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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1,3-Dimethyl-1H-pyrazole-5-carbaldehyde

CAS No. 25016-09-5

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