Methyl 3-bromo-5-fluoropicolinate

Name: Methyl 3-bromo-5-fluoropicolinate
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CAS No. 1214337-00-4
Cat. No. CS-0150873
Purity≥97%
MDL No.MFCD14698117

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Methyl 3-bromo-5-fluoropicolinate|CS-0150873

Structure of 1214337-00-4

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Description

Methyl 3-bromo-5-fluoropicolinate is a fluorinated heterocyclic ester featuring bromine and fluorine substituents at the 3- and 5-positions of the picolinic acid scaffold. This electron-deficient pyridine core enables efficient cross-coupling reactions, particularly in palladium-catalyzed transformations. The methyl ester group provides synthetic versatility for downstream derivatization. The compound exhibits bench-stable handling characteristics and serves as a key intermediate in medicinal chemistry and agrochemical synthesis.

Application

Methyl 3-bromo-5-fluoropicolinate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal reactivity profile. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the fluorine supports directed ortho-metalation and enhances metabolic stability in bioactive scaffolds. Its bench-stable nature and compatibility with diverse functional groups make it ideal for iterative synthetic sequences in medicinal chemistry and process development.

General Information

CAS No. 1214337-00-4
Cat. No. CS-0150873
Purity ≥97%
MDL No. MFCD14698117
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrFNO₂
Molecular Weight 234.02
Synonym(s) Methyl 3-bromo-5-fluoropyridine-2-carboxylate
SMILES COC(=O)C1=C(C=C(C=N1)F)Br

Computational Chemistry Data

TPSA 39.19
LogP 1.7698
H_Acceptors 3
H_Donors 0
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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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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 3-bromo-5-fluoropicolinate

CAS No. 1214337-00-4

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