Methyl 2-bromo-5-fluoropyridine-4-carboxylate

Name: Methyl 2-bromo-5-fluoropyridine-4-carboxylate
Brand: ChemScene
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CAS No. 885588-14-7
Cat. No. CS-D0442
Purity≥96%
MDL No.MFCD09951945

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Methyl 2-bromo-5-fluoropyridine-4-carboxylate|CS-D0442

Structure of 885588-14-7

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General Information

CAS No. 885588-14-7
Cat. No. CS-D0442
Purity ≥96%
MDL No. MFCD09951945
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrFNO₂
Molecular Weight 234.02
Synonym(s) METHYL 2-BROMO-5-FLUOROISONICOTINATE
SMILES O=C(OC)C1=C(F)C=NC(Br)=C1

Description

Methyl 2-bromo-5-fluoropyridine-4-carboxylate is a fluorinated heterocyclic building block featuring orthogonal reactivity at the bromo and ester positions. This bench-stable, moisture-tolerant reagent facilitates palladium-catalyzed cross-coupling and nucleophilic substitution reactions under standard conditions, enabling efficient access to complex pyridine-based architectures in medicinal chemistry and materials science.

Application

Methyl 2-bromo-5-fluoropyridine-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal bromo and fluoro substituents. The ester group facilitates further functionalization, while the molecule exhibits good bench stability and compatibility with standard reaction conditions, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  885588-12-5
- 18107-18-1
- ~88%
- In-stock
  
  885588-14-7
References
- F. HOFFMANN-LA ROCHE AG; FLOHR, Alexander; GOBBI, Luca; GROEBKE ZBINDEN, Katrin; KOERNER, Matthias; PETERS, Jens-Uwe Patent: WO2012/76430 A1, 2012 ; Location in patent: Page/Page column 76-77 ; WO 2012/076430 A1
Route2
- 67-56-1
- In-stock
  
  885588-12-5
- ~82%
- In-stock
  
  885588-14-7
References
- APPLIED RESEARCH SYSTEMS ARS HOLDING N.V. Patent: WO2006/45514 A1, 2006 ; Location in patent: Page/Page column 38 ; WO 2006/045514 A1

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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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 2-bromo-5-fluoropyridine-4-carboxylate

CAS No. 885588-14-7

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