Methyl 2-Chloro-6-(trifluoromethyl)nicotinate

Name: Methyl 2-Chloro-6-(trifluoromethyl)nicotinate
Brand: ChemScene
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CAS No. 1073129-57-3
Cat. No. CS-0195089
Purity≥95%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 2-Chloro-6-(trifluoromethyl)nicotinate|CS-0195089

Structure of 1073129-57-3

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General Information

CAS No. 1073129-57-3
Cat. No. CS-0195089
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅ClF₃NO₂
Molecular Weight 239.58
Synonym(s) None
SMILES COC(=O)C1=C(Cl)N=C(C=C1)C(F)(F)F

Description

Methyl 2-Chloro-6-(trifluoromethyl)nicotinate is a bench-stable, electron-deficient heterocyclic ester featuring a trifluoromethyl group at the C6 position and a chlorine atom at C2. This combination enhances its utility in cross-coupling reactions and as a building block for bioactive compounds. The ester functionality enables straightforward derivatization under standard conditions.

Application

Methyl 2-chloro-6-(trifluoromethyl)nicotinate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the C-3 position via cross-coupling reactions. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the ester functionality facilitates downstream transformations. Its bench-stable nature and compatibility with palladium-catalyzed coupling protocols make it a practical choice for constructing complex heterocyclic scaffolds and API intermediates.

Synthesis

Route1
- 74-88-4
- In-stock
  
  280566-45-2
- ~%
- In-stock
  
  1073129-57-3
References
- AMGEN INC. Patent: WO2008/130600 A2, 2008 ; Location in patent: Page/Page column 53 ;

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 39.19
LogP 2.5404
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 2-Chloro-6-(trifluoromethyl)nicotinate

CAS No. 1073129-57-3

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