5-Bromo-1H-imidazole-4-carbaldehyde

Name: 5-Bromo-1H-imidazole-4-carbaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 50743-01-6
Cat. No. CS-0187103
Purity≥98%
MDL No.None

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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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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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5-Bromo-1H-imidazole-4-carbaldehyde|CS-0187103

Structure of 50743-01-6

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Description

5-Bromo-1H-imidazole-4-carbaldehyde features a brominated imidazole core with a formyl group at the 4-position, enabling direct functionalization in cross-coupling and heterocycle synthesis. This electron-deficient scaffold integrates readily into bioactive molecules, offering high reactivity under standard conditions.

Application

5-Bromo-1H-imidazole-4-carbaldehyde serves as a versatile building block for imidazole-based heterocycles, enabling efficient Suzuki-Miyaura and Ullmann-type couplings. The aldehyde functionality facilitates direct functionalization via reductive amination or Wittig reactions, while the bromine substituent supports palladium-catalyzed cross-coupling. Bench-stable and compatible with common protecting group strategies, it functions reliably in medicinal chemistry campaigns targeting kinase inhibitors and bioactive scaffolds.

General Information

CAS No. 50743-01-6
Cat. No. CS-0187103
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₃BrN₂O
Molecular Weight 174.98
Synonym(s) None
SMILES C(=O)C1=C(Br)NC=N1

Computational Chemistry Data

TPSA 45.75
LogP 0.9847
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Safety Information

Download SDS

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

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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5-Bromo-1H-imidazole-4-carbaldehyde

CAS No. 50743-01-6

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