3-Bromo-2-chloro-5-(trifluoromethyl)pyridine

Name: 3-Bromo-2-chloro-5-(trifluoromethyl)pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 71701-92-3
Cat. No. CS-W008345
Purity≥98%
MDL No.MFCD09878432

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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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3-Bromo-2-chloro-5-(trifluoromethyl)pyridine|CS-W008345

Structure of 71701-92-3

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General Information

CAS No. 71701-92-3
Cat. No. CS-W008345
Purity ≥98%
MDL No. MFCD09878432
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂BrClF₃N
Molecular Weight 260.44
Synonym(s) pyridine, 3-bromo-2-chloro-5-(trifluoromethyl)-
SMILES FC(C1=CN=C(Cl)C(Br)=C1)(F)F

Description

3-Bromo-2-chloro-5-(trifluoromethyl)pyridine is a halogenated pyridine derivative featuring orthogonal reactivity at bromo and chloro positions, enabling sequential cross-coupling. The trifluoromethyl group imparts enhanced electron-withdrawal and metabolic stability, while the molecule exhibits bench-stable handling under standard conditions. This structure facilitates precise functionalization in medicinal chemistry and materials synthesis.

Application

3-Bromo-2-chloro-5-(trifluoromethyl)pyridine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the ortho-halogen substitution pattern facilitates selective functionalization. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for constructing complex heterocyclic scaffolds in multi-step syntheses.

Synthesis

Route1
- In-stock
  
  76041-73-1
- ~81%
- In-stock
  
  71701-92-3
References
- NOVARTIS AG; NOVARTIS PHARMA GMBH Patent: WO2007/73934 A1, 2007 ; Location in patent: Page/Page column 75 ;
Route2
- In-stock
  
  79456-30-7
- ~%
- In-stock
  
  71701-92-3
References
- EP1012142 B1, ; Page 36 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P301+P310-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 12.89
LogP 3.5163
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

71701-92-3 sigma71701-92-3 manufacturer71701-92-3 price71701-92-3 structure71701-92-3 SDSbuy 71701-92-371701-92-3 supplier71701-92-3 uses71701-92-3 molecular weightprice of 71701-92-371701-92-3 chemical name formula of 71701-92-3

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3-Bromo-2-chloro-5-(trifluoromethyl)pyridine

CAS No. 71701-92-3

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