5-Chloro-8-iodoimidazo[1,2-c]pyrimidine

Name: 5-Chloro-8-iodoimidazo[1,2-c]pyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 2374134-99-1
Cat. No. CS-0146070
Purity≥97%
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+
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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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5-Chloro-8-iodoimidazo[1,2-c]pyrimidine|CS-0146070

Structure of 2374134-99-1

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General Information

CAS No. 2374134-99-1
Cat. No. CS-0146070
Purity ≥97%
MDL No. None
Storage 4°C, sealed storage, away from moisture and light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃ClIN₃
Molecular Weight 279.47
Synonym(s) None
SMILES IC1=CN=C(Cl)N2C1=NC=C2

Description

5-Chloro-8-iodoimidazo[1,2-c]pyrimidine features a dual halogenated imidazopyrimidine core, enabling facile cross-coupling and functionalization in medicinal chemistry. The electron-deficient scaffold supports efficient Pd-catalyzed transformations, while the chloro and iodo substituents offer orthogonal reactivity for sequential derivatization. This compound serves as a key building block in the synthesis of bioactive heterocycles and advanced pharmaceutical intermediates.

Application

5-Chloro-8-iodoimidazo[1,2-c]pyrimidine serves as a versatile building block for constructing bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The chloro and iodo substituents facilitate sequential functionalization, with the iodo group exhibiting high reactivity in Suzuki, Stille, and Negishi couplings. Bench-stable and amenable to purification by flash chromatography, it functions reliably in the synthesis of pharmaceutical intermediates and kinase inhibitor scaffolds.

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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Computational Chemistry Data

TPSA 30.19
LogP 1.9873
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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5-Chloro-8-iodoimidazo[1,2-c]pyrimidine

CAS No. 2374134-99-1

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