3-Bromo-5-chloropyridin-2-amine

Name: 3-Bromo-5-chloropyridin-2-amine
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CAS No. 26163-03-1
Cat. No. CS-W002707
Purity≥98%
MDL No.MFCD00955627

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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-5-chloropyridin-2-amine|CS-W002707

Structure of 26163-03-1

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General Information

CAS No. 26163-03-1
Cat. No. CS-W002707
Purity ≥98%
MDL No. MFCD00955627
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-Pyridinamine, 3-bromo-5-chloro-
SMILES Clc1cnc(c(c1)Br)N

Description

3-Bromo-5-chloropyridin-2-amine is a heterocyclic building block featuring bromo and chloro substituents at adjacent positions on the pyridine ring, enabling selective cross-coupling reactions. The amino group at C2 provides a site for derivatization, while the electron-deficient aromatic core enhances reactivity in palladium-catalyzed transformations. This scaffold supports efficient access to functionalized pyridines under standard conditions.

Application

3-Bromo-5-chloropyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen functionality. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the chloro substituent offers enhanced stability under reaction conditions. The pyridin-2-amine moiety provides a readily derivatizable nitrogen for further functionalization. This compound exhibits good bench stability and is compatible with standard purification techniques, making it well-suited for iterative synthesis of complex heterocyclic scaffolds.

Safety Information

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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-5-chloropyridin-2-amine

CAS No. 26163-03-1

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