2-Chloro-4-(trifluoromethoxy)pyridine

Name: 2-Chloro-4-(trifluoromethoxy)pyridine
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CAS No. 1206975-33-8
Cat. No. CS-0080636
Molecule weight197.54
Purity≥96%
MDL No.MFCD20492606

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Excepted Quantity	$0.00
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2-Chloro-4-(trifluoromethoxy)pyridine|CS-0080636

Structure of 1206975-33-8

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General Information

CAS No. 1206975-33-8
Cat. No. CS-0080636
Purity ≥96%
MDL No. MFCD20492606
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃ClF₃NO
Molecular Weight 197.54
Synonym(s) 2-chloro-4-trifluoromethoxy-benzylamine hydrochloride
SMILES FC(F)(F)OC1=CC(Cl)=NC=C1

Description

2-Chloro-4-(trifluoromethoxy)pyridine features a trifluoromethoxy group that enhances electron-withdrawal and metabolic stability, while the chlorine substituent enables efficient coupling in cross-coupling reactions. This pyridine scaffold serves as a key building block in pharmaceutical synthesis, particularly for kinase inhibitors and agrochemicals.

Application

2-Chloro-4-(trifluoromethoxy)pyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity at the C2 position. The trifluoromethoxy group imparts enhanced metabolic stability and lipophilicity, while the chlorine atom offers reliable functionalization potential under standard conditions. Its bench-stable nature and compatibility with diverse reaction partners make it a practical choice for constructing complex heterocyclic scaffolds and API intermediates.

Synthesis

Route1
- 1221171-75-0
- ~49%
- In-stock
  
  1206975-33-8
References
- BAYER CROPSCIENCE AG; PAZENOK, Sergii; VORS, Jean-Pierre; LEROUX, Frederic, R.; MANTEAU, Baptiste; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE DE STRASBOURG Patent: WO2010/40461 A1, 2010 ; Location in patent: Page/Page column 22 ;
Route2
- 1221171-75-0
- ~%
- In-stock
  
  26452-80-2
- In-stock
  
  1206975-33-8
References
- Manteau, Baptiste; Genix, Pierre; Brelot, Lydia; Vors, Jean-Pierre; Pazenok, Sergiy; Giornal, Florence; Leuenberger, Charlotte; Leroux, Frederic R. European Journal of Organic Chemistry, 2010 , # 31 p. 6043 - 6066

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 1760
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

TPSA 22.12
LogP 2.6336
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Chloro-4-(trifluoromethoxy)pyridine

CAS No. 1206975-33-8

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