5-Bromo-6-trifluoromethylpyridin-2-ylamine

Name: 5-Bromo-6-trifluoromethylpyridin-2-ylamine
Brand: ChemScene
Availability: InStock
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CAS No. 882500-21-2
Cat. No. CS-W003807
Purity≥97%
MDL No.MFCD11848010

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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-6-trifluoromethylpyridin-2-ylamine|CS-W003807

Structure of 882500-21-2

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General Information

CAS No. 882500-21-2
Cat. No. CS-W003807
Purity ≥97%
MDL No. MFCD11848010
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrF₃N₂
Molecular Weight 241.01
Synonym(s) 5-Bromo-6-(trifluoromethyl)pyridin-2-amine
SMILES Nc1ccc(c(n1)C(F)(F)F)Br

Description

5-Bromo-6-trifluoromethylpyridin-2-ylamine features a pyridine core bearing bromo and trifluoromethyl groups at adjacent positions, enabling selective cross-coupling reactions. The primary amine facilitates direct functionalization in C–N bond formation, while the electron-deficient aromatic ring enhances reactivity in palladium-catalyzed transformations. This scaffold offers high stability under standard conditions and compatibility with diverse reaction media.

Application

5-Bromo-6-trifluoromethylpyridin-2-ylamine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromo substituent. The trifluoromethyl group enhances metabolic stability and modulates electronic properties, while the primary amine facilitates derivatization and incorporation into diverse heterocyclic scaffolds. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for iterative synthesis workflows in API development.

Synthesis

Route1
- In-stock
  
  34486-24-3
- ~46%
- In-stock
  
  882500-21-2
References
- Pennington, Lewis D.; Croghan, Michael D.; Sham, Kelvin K.C.; Pickrell, Alexander J.; Harrington, Paul E.; Frohn, Michael J.; Lanman, Brian A.; Reed, Anthony B.; Lee, Matthew R.; Xu, Han; McElvain, Michele; Xu, Yang; Zhang, Xuxia; Fiorino, Michael; Horner, Michelle; Morrison, Henry G.; Arnett, Heather A.; Fotsch, Christopher; Tasker, Andrew S.; Wong, Min; Cee, Victor J. Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 1 p. 527 - 531

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 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-6-trifluoromethylpyridin-2-ylamine

CAS No. 882500-21-2

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