2-Bromo-4-methoxy-5-methylpyridine

Name: 2-Bromo-4-methoxy-5-methylpyridine
Brand: ChemScene
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CAS No. 1227574-33-5
Cat. No. CS-0152861
Molecule weight202.05
Purity≥98%
MDL No.None

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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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2-Bromo-4-methoxy-5-methylpyridine|CS-0152861

Structure of 1227574-33-5

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General Information

CAS No. 1227574-33-5
Cat. No. CS-0152861
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈BrNO
Molecular Weight 202.05
Synonym(s) None
SMILES CC1=CN=C(C=C1OC)Br

Description

2-Bromo-4-methoxy-5-methylpyridine features a pyridine core functionalized with bromo, methoxy, and methyl groups at positions 2, 4, and 5 respectively. This electron-deficient heterocycle enables efficient cross-coupling reactions, serving as a key building block in pharmaceutical synthesis and materials chemistry. The methoxy and methyl substituents enhance solubility and modulate reactivity, while the bromine handles facilitate palladium-catalyzed transformations under standard conditions.

Application

2-Bromo-4-methoxy-5-methylpyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electrophilic bromide site. The methoxy and methyl groups provide orthogonal functional handles for further derivatization, while the pyridine core offers favorable electronic properties for coupling with aryl, vinyl, and alkyl boranes or stannanes. Bench-stable and readily purified by flash chromatography, it facilitates efficient access to substituted pyridine scaffolds relevant to medicinal chemistry and agrochemical development.

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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Computational Chemistry Data

TPSA 22.12
LogP 2.16112
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-4-methoxy-5-methylpyridine

CAS No. 1227574-33-5

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