3-Bromo-4-chloropyridin-2-amine

Name: 3-Bromo-4-chloropyridin-2-amine
Brand: ChemScene
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CAS No. 221297-82-1
Cat. No. CS-0097757
Purity≥95%
MDL No.MFCD15143381

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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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3-Bromo-4-chloropyridin-2-amine|CS-0097757

Structure of 221297-82-1

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General Information

CAS No. 221297-82-1
Cat. No. CS-0097757
Purity ≥95%
MDL No. MFCD15143381
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BrClN₂
Molecular Weight 207.46
Synonym(s) 2-Amino-3-bromo-4-chloropyridine
SMILES NC1=NC=CC(Cl)=C1Br

Description

3-Bromo-4-chloropyridin-2-amine serves as a critical heterocyclic building block in medicinal chemistry, featuring a pyridine core functionalized with bromo and chloro substituents at adjacent positions. This combination enables selective cross-coupling reactions, particularly palladium-catalyzed variants, facilitating the rapid assembly of complex molecular architectures. The amine group provides a handle for further derivatization, enhancing its utility in drug discovery workflows.

Application

3-Bromo-4-chloropyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates Suzuki-Miyaura and Buchwald-Hartwig couplings, while the chloro substituent offers enhanced stability under reaction conditions. Its pyridinamine functionality provides a handle for further functionalization and improves solubility in polar solvents. This compound exhibits good bench stability and is compatible with standard purification protocols, making it a reliable intermediate for constructing heterocyclic scaffolds in API development.

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 38.91
LogP 2.0797
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Bromo-4-chloropyridin-2-amine

CAS No. 221297-82-1

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