Methyl 3-bromo-6-chloropicolinate

Name: Methyl 3-bromo-6-chloropicolinate
Brand: ChemScene
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CAS No. 1214328-96-7
Cat. No. CS-0049110
Purity≥97%
MDL No.MFCD11976777

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 3-bromo-6-chloropicolinate|CS-0049110

Structure of 1214328-96-7

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General Information

CAS No. 1214328-96-7
Cat. No. CS-0049110
Purity ≥97%
MDL No. MFCD11976777
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrClNO₂
Molecular Weight 250.48
Synonym(s) 2-Pyridinecarboxylic acid, 3-broMo-6-chloro-, Methyl ester
SMILES COC(=O)C1=C(Br)C=CC(Cl)=N1

Description

Methyl 3-bromo-6-chloropicolinate is a halogenated pyridine derivative featuring strategically positioned bromo and chloro substituents at the 3- and 6-positions of the picolinate ring. This electron-deficient scaffold integrates readily into cross-coupling reactions, enabling efficient access to complex heterocyclic architectures under standard conditions. The methyl ester group provides enhanced solubility and stability, facilitating handling in synthetic workflows.

Application

Methyl 3-bromo-6-chloropicolinate serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. The ortho-halogenated pyridine core enables palladium-catalyzed cross-coupling reactions, including Suzuki and Stille transformations, with high functional group tolerance. Its methyl ester facilitates subsequent derivatization, while the bromo and chloro substituents provide orthogonal reactivity for sequential functionalization. Bench-stable and readily purified by flash chromatography, it functions effectively in standard synthetic workflows requiring halogen-directed metalation or transition-metal-catalyzed coupling.

Synthesis

Route1
- 67-56-1
- In-stock
  
  929000-66-8
- ~99%
- In-stock
  
  1214328-96-7
References
- SYNGENTA LIMITED; WHITTINGHAM, William Guy; HACHISU, Shuji; ASPINALL, Mary, Bernadette; HOTSON, Matthew, Brian Patent: WO2011/144891 A1, 2011 ; Location in patent: Page/Page column 56 ;

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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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 3-bromo-6-chloropicolinate

CAS No. 1214328-96-7

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