Methyl 3-bromo-2-pyridinecarboxylate

Name: Methyl 3-bromo-2-pyridinecarboxylate
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CAS No. 53636-56-9
Cat. No. CS-W001191
Purity≥97%
MDL No.MFCD12025946

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Methyl 3-bromo-2-pyridinecarboxylate|CS-W001191

Structure of 53636-56-9

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Description

Methyl 3-bromo-2-pyridinecarboxylate features a brominated pyridine core enabling direct functionalization in cross-coupling reactions. The ester group provides synthetic versatility, while the electron-deficient ring enhances reactivity toward nucleophiles. This bench-stable reagent integrates efficiently into complex heterocyclic syntheses.

Application

Methyl 3-bromo-2-pyridinecarboxylate serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its reactive bromo group at the C3 position. The ester functionality offers stability and facilitates downstream transformations, including hydrolysis or nucleophilic substitution. Its ortho-pyridine architecture provides a rigid scaffold ideal for constructing bioactive molecules, with broad compatibility across standard synthetic workflows.

General Information

CAS No. 53636-56-9
Cat. No. CS-W001191
Purity ≥97%
MDL No. MFCD12025946
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO₂
Molecular Weight 216.03
Synonym(s) Methyl3-bromopicolinate
SMILES COC(C1=C(Br)C=CC=N1)=O

Computational Chemistry Data

TPSA 39.19
LogP 1.6307
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Safety Information

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Precautionary Statements : N/A

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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 3-bromo-2-pyridinecarboxylate

CAS No. 53636-56-9

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