Methyl 6-bromo-5-chloropicolinate

Name: Methyl 6-bromo-5-chloropicolinate
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CAS No. 1214324-91-0
Cat. No. CS-0150754
Purity≥98%
MDL No.MFCD14698099

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Methyl 6-bromo-5-chloropicolinate|CS-0150754

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General Information

CAS No. 1214324-91-0
Cat. No. CS-0150754
Purity ≥98%
MDL No. MFCD14698099
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrClNO₂
Molecular Weight 250.48
Synonym(s) Methyl 6-broMo-5-chloropyridine-2-carboxylate
SMILES COC(=O)C1=NC(=C(C=C1)Cl)Br

Description

Methyl 6-bromo-5-chloropicolinate features a uniquely substituted pyridine core with bromo and chloro groups positioned at the 6- and 5-positions, respectively. This electron-deficient scaffold enables direct coupling in cross-coupling reactions, serving as a key building block for bioactive heterocycles. The methyl ester facilitates downstream transformations while maintaining stability under standard conditions.

Application

Methyl 6-bromo-5-chloropicolinate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling selective functionalization at the C6 and C5 positions. Its dual halogenation pattern facilitates palladium-catalyzed cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, with high regioselectivity. The methyl ester group provides compatibility with standard reduction and hydrolysis protocols. Bench-stable and readily purified by recrystallization, it functions efficiently in multi-step syntheses of heterocyclic scaffolds and API intermediates.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 39.19
LogP 2.2841
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 6-bromo-5-chloropicolinate

CAS No. 1214324-91-0

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