2-Bromo-5-(trifluoromethoxy)pyridine

Name: 2-Bromo-5-(trifluoromethoxy)pyridine
Brand: ChemScene
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CAS No. 888327-36-4
Cat. No. CS-W006327
Purity≥95%
MDL No.MFCD10698596

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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2-Bromo-5-(trifluoromethoxy)pyridine|CS-W006327

Structure of 888327-36-4

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General Information

CAS No. 888327-36-4
Cat. No. CS-W006327
Purity ≥95%
MDL No. MFCD10698596
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrF₃NO
Molecular Weight 241.99
Synonym(s) 2-Bromo-5-trifluoromethoxypyridine
SMILES FC(F)(F)OC1=CN=C(Br)C=C1

Description

2-Bromo-5-(trifluoromethoxy)pyridine features a trifluoromethoxy group that enhances electron-withdrawal and metabolic stability, while the bromine substituent enables efficient cross-coupling reactions. This pyridine scaffold integrates readily into pharmaceutical intermediates and functional materials under standard conditions.

Application

2-Bromo-5-(trifluoromethoxy)pyridine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi couplings. The trifluoromethoxy group imparts enhanced metabolic stability and lipophilicity, while the bromine substituent provides high reactivity under standard coupling conditions. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

Route1
- In-stock
  
  55717-45-8
- 56-23-5
- ~3%
- In-stock
  
  888327-36-4
References
- KALYSPSYS, INC.; NOBLE, Stewart A.; OSHIRO, Guy; MALECHA, James W.; ZHAO, Cunxiang; ROBINSON, Carmen K. M.; DURON, Sergio G.; SERTIC, Michael; LINDSTROM, Andrew; SHIAU, Andrew; BAYNE, Christopher; KAHRAMAN, Mehmet; LOU, Boliang; GOVEK, Steven Patent: WO2006/55187 A1, 2006 ; Location in patent: Page/Page column 90 ; WO 2006/055187 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2810
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H317
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 22.12
LogP 2.7427
H_Acceptors 2
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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2-Bromo-5-(trifluoromethoxy)pyridine

CAS No. 888327-36-4

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