4-Bromo-2-chloro-6-methoxypyridine

Name: 4-Bromo-2-chloro-6-methoxypyridine
Brand: ChemScene
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CAS No. 1196152-02-9
Cat. No. CS-0135371
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+
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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-Bromo-2-chloro-6-methoxypyridine|CS-0135371

Structure of 1196152-02-9

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General Information

CAS No. 1196152-02-9
Cat. No. CS-0135371
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrClNO
Molecular Weight 222.47
Synonym(s) None
SMILES COC1=CC(Br)=CC(Cl)=N1

Description

4-Bromo-2-chloro-6-methoxypyridine features a pyridine core functionalized with bromo, chloro, and methoxy groups at the 4, 2, and 6 positions, respectively. This electron-deficient heterocycle enables selective cross-coupling reactions under palladium catalysis, serving as a key building block in pharmaceutical synthesis. The methoxy group enhances solubility and modulates reactivity.

Application

4-Bromo-2-chloro-6-methoxypyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates Suzuki, Stille, or Negishi couplings, while the chloro and methoxy substituents provide directional control and enhanced stability. This compound exhibits excellent bench stability and is readily purified by chromatography, making it ideal for iterative synthesis of complex heterocyclic scaffolds and API intermediates.

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+H312+H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 22.12
LogP 2.5061
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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4-Bromo-2-chloro-6-methoxypyridine

CAS No. 1196152-02-9

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