2-Bromo-4-hydroxynicotinaldehyde

Name: 2-Bromo-4-hydroxynicotinaldehyde
Brand: ChemScene
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CAS No. 1289132-57-5
Cat. No. CS-0527346
Purity≥98%
MDL No.None

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2-Bromo-4-hydroxynicotinaldehyde|CS-0527346

Structure of 1289132-57-5

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Description

2-Bromo-4-hydroxynicotinaldehyde features a strategically positioned bromine atom and hydroxyl group on a nicotinaldehyde scaffold, enabling direct functionalization in cross-coupling and condensation reactions. This electron-deficient heteroaromatic aldehyde integrates readily into bioactive molecule architectures and serves as a key intermediate in medicinal chemistry and agrochemical synthesis.

Application

2-Bromo-4-hydroxynicotinaldehyde serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the 4-position via Suzuki-Miyaura or Stille coupling due to its retained aldehyde and halogen reactivity. The hydroxyl group provides orthogonal handle for derivatization, while the aldehyde facilitates imine formation and heterocycle construction. Bench-stable and compatible with standard purification protocols, it functions reliably in multi-step syntheses of bioactive scaffolds.

General Information

CAS No. 1289132-57-5
Cat. No. CS-0527346
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrNO₂
Molecular Weight 202.01
Synonym(s) None
SMILES O=CC1=C(O)C=CN=C1Br

Computational Chemistry Data

TPSA 50.19
LogP 1.3622
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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-P280-P302+P352

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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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2-Bromo-4-hydroxynicotinaldehyde

CAS No. 1289132-57-5

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