5-Bromo-3-chloro-2-methylpyridine

Name: 5-Bromo-3-chloro-2-methylpyridine
Brand: ChemScene
Availability: InStock
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CAS No. 914358-72-8
Cat. No. CS-0050602
Purity≥96%
MDL No.MFCD09031417

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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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5-Bromo-3-chloro-2-methylpyridine|CS-0050602

Structure of 914358-72-8

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General Information

CAS No. 914358-72-8
Cat. No. CS-0050602
Purity ≥96%
MDL No. MFCD09031417
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrClN
Molecular Weight 206.47
Synonym(s) None
SMILES CC1=NC=C(Br)C=C1Cl

Description

5-Bromo-3-chloro-2-methylpyridine is a halogenated pyridine derivative featuring complementary reactive sites for cross-coupling and functionalization. The bromo group enables palladium-catalyzed coupling, while the chloro moiety offers selective reactivity under appropriate conditions. The methyl substituent enhances electron density at the ring, improving stability and solubility in organic media. This compound serves as a key intermediate in medicinal chemistry and agrochemical synthesis.

Application

5-Bromo-3-chloro-2-methylpyridine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The ortho-methyl group enhances regioselectivity in electrophilic substitutions, while the bromo and chloro substituents allow sequential functionalization under orthogonal conditions. Bench-stable and readily purified by distillation or chromatography, it functions effectively in Suzuki-Miyaura, Negishi, and Buchwald-Hartwig couplings, facilitating efficient access to complex heterocyclic scaffolds.

Synthesis

Route1
- 1383985-17-8
- ~50%
- In-stock
  
  914358-72-8
References
- ASTRAZENECA AB Patent: US2012/165347 A1, 2012 ; Location in patent: Page/Page column 32 ; US 20120165347 A1
Route2
- In-stock
  
  137628-17-2
- ~%
- In-stock
  
  914358-72-8
References
- US2012/165347 A1, ; US 20120165347 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

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Computational Chemistry Data

TPSA 12.89
LogP 2.80592
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Bromo-3-chloro-2-methylpyridine

CAS No. 914358-72-8

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