6-Chloroimidazo[1,2-a]pyrazine

Name: 6-Chloroimidazo[1,2-a]pyrazine
Brand: ChemScene
Availability: InStock
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CAS No. 76537-23-0
Cat. No. CS-W005622
Molecule weightNone
Purity≥97%
MDL No.MFCD09909644

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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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6-Chloroimidazo[1,2-a]pyrazine|CS-W005622

Structure of 76537-23-0

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General Information

CAS No. 76537-23-0
Cat. No. CS-W005622
Purity ≥97%
MDL No. MFCD09909644
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄ClN₃
Molecular Weight None
Synonym(s) 6-Chloro-imidazo[1,2-a]pyrazine
SMILES ClC2=C[N]1C(=NC=C1)C=N2

Description

6-Chloroimidazo[1,2-a]pyrazine is a heterocyclic scaffold featuring a chlorinated imidazopyrazine core, offering enhanced electron-deficiency and strategic reactivity for use in medicinal chemistry. This bench-stable compound integrates readily into complex molecular architectures, enabling efficient access to bioactive nitrogen-rich frameworks through cross-coupling and functionalization.

Application

6-Chloroimidazo[1,2-a]pyrazine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its chlorine atom provides high reactivity in Suzuki, Stille, and Buchwald–Hartwig transformations, facilitating the construction of complex biologically active scaffolds. The scaffold exhibits excellent bench stability and compatibility with diverse functional groups, making it ideal for iterative synthesis and lead optimization workflows.

Synthesis

Route1
- In-stock
  
  33332-29-5
- 2032-35-1
- ~%
- In-stock
  
  76537-23-0
References
- Journal of Medicinal Chemistry, , vol. 26, # 3 p. 357 - 363

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 30.19
LogP 1.3827
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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6-Chloroimidazo[1,2-a]pyrazine

CAS No. 76537-23-0

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