Methyl 5-bromo-3-fluoropyridine-2-carboxylate

Name: Methyl 5-bromo-3-fluoropyridine-2-carboxylate
Brand: ChemScene
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CAS No. 1211538-72-5
Cat. No. CS-0046913
Purity≥97%
MDL No.MFCD14698121

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Methyl 5-bromo-3-fluoropyridine-2-carboxylate|CS-0046913

Structure of 1211538-72-5

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General Information

CAS No. 1211538-72-5
Cat. No. CS-0046913
Purity ≥97%
MDL No. MFCD14698121
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrFNO₂
Molecular Weight 234.02
Synonym(s) Methyl 5-bromo-3-fluoropicolinate, 5-Bromo-3-fluoro-2-(methoxycarbonyl)pyridine
SMILES O=C(C(N=CC(Br)=C1)=C1F)OC

Description

Methyl 5-bromo-3-fluoropyridine-2-carboxylate features a pyridine core with complementary halogen handles at the 5-bromo and 3-fluoro positions, enabling sequential cross-coupling reactions. The ester group provides a handle for derivatization, while the electron-deficient ring enhances reactivity in palladium-catalyzed transformations. This compound serves as a key building block for functionalized heterocycles in medicinal chemistry and materials science.

Application

Methyl 5-bromo-3-fluoropyridine-2-carboxylate serves as a versatile building block for constructing substituted pyridine scaffolds in medicinal chemistry and agrochemical research. The molecule enables palladium-catalyzed cross-coupling reactions due to its bromo group, while the fluorine and ester functionalities offer orthogonal reactivity and enhanced metabolic stability. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient downstream derivatization.

Synthesis

Route1
- 67-56-1
- In-stock
  
  669066-91-5
- ~95%
- In-stock
  
  1211538-72-5
References
- WO2014/8223 A2, ; Page/Page column 133 ;

Safety Information

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Signal Word : N/A	UN#: N/A
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Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 39.19
LogP 1.7698
H_Acceptors 3
H_Donors 0
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-fluoropyridine-2-carboxylate

CAS No. 1211538-72-5

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