2-Bromo-3-methyl-4-(trifluoromethyl)pyridine

Name: 2-Bromo-3-methyl-4-(trifluoromethyl)pyridine
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CAS No. 1448776-78-0
Cat. No. CS-0497726
Molecule weight240.02
Purity≥98%
MDL No.None

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2-Bromo-3-methyl-4-(trifluoromethyl)pyridine|CS-0497726

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General Information

CAS No. 1448776-78-0
Cat. No. CS-0497726
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrF₃N
Molecular Weight 240.02
Synonym(s) None
SMILES FC(F)(C1=C(C)C(Br)=NC=C1)F

Description

2-Bromo-3-methyl-4-(trifluoromethyl)pyridine features a trifluoromethyl group that enhances electron deficiency and metabolic stability, while the bromo substituent enables palladium-catalyzed cross-coupling reactions. The methyl group provides steric bulk, improving selectivity in synthetic transformations. This pyridine scaffold serves as a key building block in medicinal chemistry for developing kinase inhibitors and bioactive heterocycles.

Application

2-Bromo-3-methyl-4-(trifluoromethyl)pyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive bromide and electron-deficient pyridine core. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the methyl substituent provides steric control. This compound exhibits bench stability, facilitates straightforward purification, and functions effectively in Suzuki, Stille, and Negishi coupling protocols for constructing complex heterocyclic scaffolds.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

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Computational Chemistry Data

TPSA 12.89
LogP 3.17132
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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2-Bromo-3-methyl-4-(trifluoromethyl)pyridine

CAS No. 1448776-78-0

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