3-Amino-5-bromopyridine-2-carbaldehyde

Name: 3-Amino-5-bromopyridine-2-carbaldehyde
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CAS No. 1289168-19-9
Cat. No. CS-0051548
Purity≥97%
MDL No.MFCD22547380

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3-Amino-5-bromopyridine-2-carbaldehyde|CS-0051548

Structure of 1289168-19-9

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General Information

CAS No. 1289168-19-9
Cat. No. CS-0051548
Purity ≥97%
MDL No. MFCD22547380
Storage RT, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrN₂O
Molecular Weight 201.02
Synonym(s) 3-Amino-5-bromopicolinaldehyde
SMILES NC1=CC(Br)=CN=C1C=O

Description

3-Amino-5-bromopyridine-2-carbaldehyde features a pyridine core functionalized with an amino group, a bromine substituent, and a reactive aldehyde handle. This trifunctional scaffold enables direct coupling in cross-coupling reactions and serves as a key building block for bioactive heterocycles. The aldehyde group facilitates rapid derivatization under mild conditions.

Application

3-Amino-5-bromopyridine-2-carbaldehyde serves as a versatile building block for heterocyclic synthesis, enabling direct functionalization at the pyridine core. The aldehyde group facilitates imine formation and reductive amination, while the amino and bromo substituents support palladium-catalyzed cross-coupling and further derivatization. Its bench-stable nature and compatibility with standard protecting group strategies make it well-suited for medicinal chemistry campaigns requiring rapid scaffold diversification.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 55.98
LogP 1.2388
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Amino-5-bromopyridine-2-carbaldehyde

CAS No. 1289168-19-9

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