5-Bromo-2-methoxynicotinonitrile

Name: 5-Bromo-2-methoxynicotinonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 941294-54-8
Cat. No. CS-0037405
Purity≥95%
MDL No.MFCD09801047

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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-2-methoxynicotinonitrile|CS-0037405

Structure of 941294-54-8

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General Information

CAS No. 941294-54-8
Cat. No. CS-0037405
Purity ≥95%
MDL No. MFCD09801047
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂O
Molecular Weight 213.03
Synonym(s) 5-Bromo-3-cyano-2-methoxypyridine
SMILES COC1=NC=C(C=C1C#N)Br

Description

5-Bromo-2-methoxynicotinonitrile features a bromine substituent at the 5-position and a methoxy group at the 2-position on a nicotinonitrile core. This electron-deficient heterocycle integrates readily into cross-coupling reactions, serving as a key building block for functionalized pyridines in medicinal chemistry and materials science.

Application

5-Bromo-2-methoxynicotinonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromo and nitrile functionalities. The methoxy group enhances solubility and modulates electronic properties, while the molecule exhibits excellent bench stability and compatibility with standard synthetic protocols. It functions as a key intermediate in the construction of substituted heterocycles and bioactive scaffolds.

Synthesis

Route1
- In-stock
  
  7254-34-4
- ~70%
- In-stock
  
  941294-54-8
References
- PIERRE FABRE MEDICAMENT; Sokoloff, Pierre; Cachoux, Frédéric Patent: EP2689778 A1, 2014 ; Location in patent: Paragraph 0185 ;
Route2
- 6602-54-6
- ~%
- In-stock
  
  941294-54-8
References
- WO2012/101239 A1, ; WO 2012/101239 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS06
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 45.91
LogP 1.72438
H_Acceptors 3
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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5-Bromo-2-methoxynicotinonitrile

CAS No. 941294-54-8

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