3-Bromo-5-methoxypicolinonitrile

Name: 3-Bromo-5-methoxypicolinonitrile
Brand: ChemScene
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CAS No. 717843-46-4
Cat. No. CS-0150506
Purity≥95%
MDL No.MFCD08062679

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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+
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3-Bromo-5-methoxypicolinonitrile|CS-0150506

Structure of 717843-46-4

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Description

3-Bromo-5-methoxypicolinonitrile features a strategically positioned bromine and methoxy group flanking a nitrile-bearing pyridine core, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. The electron-deficient heterocycle enhances reactivity in transition-metal-catalyzed processes, while the methoxy substituent improves solubility and modulates electronic effects. This compound serves as a key intermediate for bioactive molecule synthesis.

Application

3-Bromo-5-methoxypicolinonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of nitrogen-containing heterocycles. Its well-defined reactivity profile facilitates palladium-catalyzed cross-coupling reactions, particularly Suzuki-Miyaura and Buchwald-Hartwig couplings, due to the orthogonal functionality of bromide and nitrile groups. The methoxy substituent enhances solubility and modulates electronic properties, while the molecule exhibits excellent bench stability and ease of purification—making it ideal for scalable, high-yield transformations in complex molecular architectures.

General Information

CAS No. 717843-46-4
Cat. No. CS-0150506
Purity ≥95%
MDL No. MFCD08062679
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂O
Molecular Weight 213.03
Synonym(s) 3-Bromo-5-methoxy-2-pyridinecarbonitrile
SMILES COC1=CC(=C(C#N)N=C1)Br

Computational Chemistry Data

TPSA 45.91
LogP 1.72438
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Bromo-5-methoxypicolinonitrile

CAS No. 717843-46-4

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