5,7-Dichloroimidazo[1,2-c]pyrimidine

Name: 5,7-Dichloroimidazo[1,2-c]pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 85989-61-3
Cat. No. CS-W022279
Purity≥97%
MDL No.MFCD13189631

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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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5,7-Dichloroimidazo[1,2-c]pyrimidine|CS-W022279

Structure of 85989-61-3

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General Information

CAS No. 85989-61-3
Cat. No. CS-W022279
Purity ≥97%
MDL No. MFCD13189631
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃Cl₂N₃
Molecular Weight 188.01
Synonym(s) 5,7-dichloro-imidazopyrimidine
SMILES ClC1=CC2=NC=CN2C(Cl)=N1

Description

5,7-Dichloroimidazo[1,2-c]pyrimidine serves as a key heterocyclic scaffold in medicinal chemistry, featuring two chlorine substituents that enhance electrophilicity at the C5 and C7 positions. This electron-deficient core facilitates efficient coupling reactions in late-stage functionalization, particularly in the synthesis of kinase inhibitors and nucleoside analogs. The compound exhibits excellent stability under standard bench conditions and integrates readily into complex molecular architectures.

Application

5,7-Dichloroimidazo[1,2-c]pyrimidine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient construction of purine-like scaffolds. Its dual chloro substituents provide orthogonal reactivity for palladium-catalyzed cross-coupling and nucleophilic substitution, facilitating rapid diversification. The compound exhibits excellent bench stability, ease of handling, and compatibility with standard synthetic workflows, making it a practical choice for the synthesis of kinase inhibitors and other bioactive molecules.

Synthesis

Route1
- In-stock
  
  56817-09-5
- ~64%
- In-stock
  
  85989-61-3
References
- BAYER SCHERING PHARMA AKTIENGESELLSCHAFT Patent: US2010/113441 A1, 2010 ; Location in patent: Page/Page column 27 ; US 20100113441 A1

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 30.19
LogP 2.0361
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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5,7-Dichloroimidazo[1,2-c]pyrimidine

CAS No. 85989-61-3

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