3-Amino-4-bromopyridine

Name: 3-Amino-4-bromopyridine
Brand: ChemScene
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CAS No. 239137-39-4
Cat. No. CS-W004805
Purity≥96%
MDL No.MFCD04112575

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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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Structure of 239137-39-4

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Description

3-Amino-4-bromopyridine features a bromine atom at the 4-position and an amino group at the 3-position of the pyridine ring, enabling selective functionalization in cross-coupling reactions. The electron-donating amino group enhances reactivity at the adjacent carbon, while the bromine serves as a reliable coupling handle. This dual functionality supports efficient synthesis of complex heterocycles in medicinal chemistry and materials science applications.

Application

3-Amino-4-bromopyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its ortho-halogen and meta-amino functionality. The amino group provides a handle for derivatization, while the bromine supports reliable coupling with arylboranes or alkenyl stannanes. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthesis of bioactive heterocycles and API intermediates.

General Information

CAS No. 239137-39-4
Cat. No. CS-W004805
Purity ≥96%
MDL No. MFCD04112575
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅BrN₂
Molecular Weight 173.01
Synonym(s) 4-Brompyridin-3-amin
SMILES NC1=C(C=CN=C1)Br

Computational Chemistry Data

TPSA 38.91
LogP 1.4263
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

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

Quality Control

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Amino-4-bromopyridine

CAS No. 239137-39-4

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