Methyl 5-bromo-6-chloronicotinate

Name: Methyl 5-bromo-6-chloronicotinate
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CAS No. 78686-77-8
Cat. No. CS-W003131
Purity≥98%
MDL No.MFCD03844855

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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 5-bromo-6-chloronicotinate|CS-W003131

Structure of 78686-77-8

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Description

Methyl 5-bromo-6-chloronicotinate is a halogenated nicotinate ester featuring complementary bromo and chloro substituents at the 5- and 6-positions of the pyridine ring. This electron-deficient scaffold enables selective coupling reactions in late-stage functionalization, particularly in cross-coupling and C–H activation processes. The methyl ester group provides a handle for further derivatization while maintaining stability under standard bench conditions.

Application

Methyl 5-bromo-6-chloronicotinate serves as a versatile building block in synthetic organic chemistry, enabling regioselective functionalization of pyridine cores. Its dual halogen substituents—bromine at C5 and chlorine at C6—facilitate sequential cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, under standard catalytic conditions. The methyl ester group provides a handle for further derivatization, while the compound exhibits good bench stability and ease of purification, making it well-suited for medicinal chemistry campaigns and process development workflows.

General Information

CAS No. 78686-77-8
Cat. No. CS-W003131
Purity ≥98%
MDL No. MFCD03844855
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrClNO₂
Molecular Weight 250.48
Synonym(s) Methyl 5-bromo-6-chloropyridine-3-carboxylate, Methyl 3-bromo-2-chloropyridine-5-carboxylate; Methyl 5-bromo-6-chloronicotinate
SMILES COC(=O)c1cnc(c(c1)Br)Cl

Computational Chemistry Data

TPSA 39.19
LogP 2.2841
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Safety Information

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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 5-bromo-6-chloronicotinate

CAS No. 78686-77-8

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