5-Bromo-3-(trifluoromethyl)pyridin-2-amine

Name: 5-Bromo-3-(trifluoromethyl)pyridin-2-amine
Brand: ChemScene
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CAS No. 79456-34-1
Cat. No. CS-W003744
Purity≥97%
MDL No.MFCD10758088

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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+
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5-Bromo-3-(trifluoromethyl)pyridin-2-amine|CS-W003744

Structure of 79456-34-1

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General Information

CAS No. 79456-34-1
Cat. No. CS-W003744
Purity ≥97%
MDL No. MFCD10758088
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrF₃N₂
Molecular Weight 241.01
Synonym(s) 5-Bromo-3-(trifluoromethyl)-2-pyridinamine
SMILES BrC(C=N1)=CC(C(F)(F)F)=C1N

Description

5-Bromo-3-(trifluoromethyl)pyridin-2-amine features a bromine atom at the 5-position and a trifluoromethyl group at the 3-position on a pyridine scaffold bearing an amine at the 2-position. This electron-deficient heterocycle integrates readily into cross-coupling reactions, enabling efficient access to complex pharmaceutical intermediates under standard conditions.

Application

5-Bromo-3-(trifluoromethyl)pyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive bromine and electron-deficient pyridine core. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the amine functionality supports derivatization via acylation or alkylation. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient incorporation into heterocyclic scaffolds and API intermediates.

Synthesis

Route1
- In-stock
  
  183610-70-0
- ~97%
- In-stock
  
  79456-34-1
References
- McArthur, Silvia Gatti; Goetschi, Erwin; Wichmann, Juergen; Woltering, Thomas Johannes Patent: US2007/72879 A1, 2007 ; Location in patent: Page/Page column 18 ; US 20070072879 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H301
Precautionary Statements : P264-P270-P301+P310-P330-P405-P501

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Computational Chemistry Data

TPSA 38.91
LogP 2.4451
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Bromo-3-(trifluoromethyl)pyridin-2-amine

CAS No. 79456-34-1

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