4-Bromo-2-fluoro-5-methylpyridine

Name: 4-Bromo-2-fluoro-5-methylpyridine
Brand: ChemScene
Availability: InStock
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CAS No. 1227577-02-7
Cat. No. CS-0130950
Purity≥96%
MDL No.MFCD16609965

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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+
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4-Bromo-2-fluoro-5-methylpyridine|CS-0130950

Structure of 1227577-02-7

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General Information

CAS No. 1227577-02-7
Cat. No. CS-0130950
Purity ≥96%
MDL No. MFCD16609965
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrFN
Molecular Weight 190.01
Synonym(s) None
SMILES CC1=CN=C(F)C=C1Br

Description

4-Bromo-2-fluoro-5-methylpyridine features a strategically positioned bromo and fluoro substituent on a methylated pyridine core, enabling selective cross-coupling reactions. The electron-deficient ring facilitates palladium-catalyzed transformations, while the methyl group enhances solubility and steric profile. This scaffold serves as a key intermediate in medicinal chemistry for kinase inhibitors and agrochemicals.

Application

4-Bromo-2-fluoro-5-methylpyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The fluorine and methyl groups provide orthogonal functional handles for further derivatization, while the pyridine core offers stability and favorable electronic properties for target-oriented synthesis. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient assembly of complex heterocyclic scaffolds.

Synthesis

Route1
- In-stock
  
  17282-01-8
- ~94%
- In-stock
  
  1227577-02-7
References
- Christiansen, Elisabeth; Urban, Christian; Grundmann, Manuel; Due-Hansen, Maria E.; Hagesaether, Ellen; Schmidt, Johannes; Pardo, Leonardo; Ullrich, Susanne; Kostenis, Evi; Kassack, Matthias; Ulven, Trond Journal of Medicinal Chemistry, 2011 , vol. 54, # 19 p. 6691 - 6703

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

Quality Control

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Computational Chemistry Data

TPSA 12.89
LogP 2.29162
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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4-Bromo-2-fluoro-5-methylpyridine

CAS No. 1227577-02-7

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