6-Bromoimidazo[1,2-a]pyrimidine

CAS No. 865156-68-9
Cat. No. CS-W005349
Purity≥95%
MDL No.MFCD09261434

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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6-Bromoimidazo[1,2-a]pyrimidine|CS-W005349

Structure of 865156-68-9

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Description

6-Bromoimidazo[1,2-a]pyrimidine delivers a potent electrophilic handle for cross-coupling and functionalization in medicinal chemistry. The bromine atom at the 6-position enables seamless Suzuki-Miyaura and Stille reactions, while the fused imidazopyrimidine core provides enhanced stability and defined electronic properties. This scaffold integrates readily into bioactive molecules with minimal side reactivity.

Application

6-Bromoimidazo[1,2-a]pyrimidine serves as a versatile building block for medicinal chemistry and heterocyclic synthesis, enabling efficient late-stage functionalization via Pd-catalyzed cross-coupling reactions. Its bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the imidazo[1,2-a]pyrimidine core offers enhanced metabolic stability and favorable binding interactions in kinase-targeted drug discovery. The compound exhibits excellent bench stability and ease of purification, making it ideal for scalable synthesis workflows.

General Information

CAS No. 865156-68-9
Cat. No. CS-W005349
Purity ≥95%
MDL No. MFCD09261434
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrN₃
Molecular Weight 198.02
Synonym(s) None
SMILES BrC2=C[N]1C(=NC=C1)N=C2

Computational Chemistry Data

TPSA 30.19
LogP 1.4918
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

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-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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6-Bromoimidazo[1,2-a]pyrimidine

CAS No. 865156-68-9

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