4-Bromo-1-methyl-1H-pyrazole-3-carbaldehyde

Name: 4-Bromo-1-methyl-1H-pyrazole-3-carbaldehyde
Brand: ChemScene
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CAS No. 287917-96-8
Cat. No. CS-0042930
Purity≥97%
MDL No.MFCD00103235

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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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4-Bromo-1-methyl-1H-pyrazole-3-carbaldehyde|CS-0042930

Structure of 287917-96-8

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Description

4-Bromo-1-methyl-1H-pyrazole-3-carbaldehyde features a brominated pyrazole core paired with a reactive aldehyde group, enabling direct coupling in cross-coupling and condensation reactions. The methyl substituent enhances solubility and stability under standard bench conditions. This scaffold integrates readily into heterocyclic libraries and serves as a key intermediate for bioactive molecule synthesis.

Application

4-Bromo-1-methyl-1H-pyrazole-3-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling the synthesis of heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. The aldehyde functionality facilitates efficient derivatization through reductive amination or Grignard additions, while the bromine substituent supports further functionalization via Suzuki-Miyaura or Negishi coupling. Bench-stable and readily purified by flash chromatography, it functions effectively in multi-step synthetic sequences requiring orthogonal reactivity.

General Information

CAS No. 287917-96-8
Cat. No. CS-0042930
Purity ≥97%
MDL No. MFCD00103235
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅BrN₂O
Molecular Weight 189.01
Synonym(s) 4-Bromo-1-Methylpyrazole-3-Carboxaldehyde
SMILES O=CC1=NN(C)C=C1Br

Computational Chemistry Data

TPSA 34.89
LogP 0.9951
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Safety Information

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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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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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4-Bromo-1-methyl-1H-pyrazole-3-carbaldehyde

CAS No. 287917-96-8

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