Methyl 5-bromo-3-hydroxypicolinate

CAS No. 1242320-57-5
Cat. No. CS-W022863
Molecule weight232.03
Purity≥96%
MDL No.None

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Methyl 5-bromo-3-hydroxypicolinate|CS-W022863

Structure of 1242320-57-5

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General Information

CAS No. 1242320-57-5
Cat. No. CS-W022863
Purity ≥96%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO₃
Molecular Weight 232.03
Synonym(s) 2-Pyridinecarboxylic acid, 5-bromo-3-hydroxy-, methyl ester
SMILES O=C(OC)C1=NC=C(Br)C=C1O

Description

Methyl 5-bromo-3-hydroxypicolinate features a brominated pyridine core with strategically positioned hydroxyl and ester functionalities. This combination enables direct incorporation into diverse synthetic scaffolds, particularly in medicinal chemistry and agrochemical development. The molecule exhibits enhanced reactivity at the C5 position due to the electron-withdrawing bromo group, while the adjacent hydroxyl supports hydrogen bonding and modulates solubility. Bench-stable under standard conditions, it serves as a key intermediate for further derivatization via cross-coupling or nucleophilic substitution reactions.

Application

Methyl 5-bromo-3-hydroxypicolinate serves as a versatile building block in synthetic medicinal chemistry, enabling direct functionalization at the 3-position via nucleophilic substitution or oxidation. The bromo group facilitates palladium-catalyzed cross-coupling reactions, while the hydroxyl moiety offers controlled derivatization potential. Bench-stable and compatible with standard purification methods, it functions effectively in the construction of bioactive heterocycles and API intermediates requiring regioselective substitution.

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 59.42
LogP 1.3363
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 5-bromo-3-hydroxypicolinate

CAS No. 1242320-57-5

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