3-Amino-2-chloro-6-(trifluoromethyl)pyridine

Name: 3-Amino-2-chloro-6-(trifluoromethyl)pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 117519-09-2
Cat. No. CS-D0798
Purity≥95%
MDL No.MFCD01862661

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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-Amino-2-chloro-6-(trifluoromethyl)pyridine|CS-D0798

Structure of 117519-09-2

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General Information

CAS No. 117519-09-2
Cat. No. CS-D0798
Purity ≥95%
MDL No. MFCD01862661
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄ClF₃N₂
Molecular Weight 196.56
Synonym(s) 3,2,6-ACTF
SMILES FC(C1=CC=C(N)C(Cl)=N1)(F)F

Description

3-Amino-2-chloro-6-(trifluoromethyl)pyridine delivers a trifluoromethylated pyridine scaffold with orthogonal functional handles: a nucleophilic amino group and a reactive chloro substituent. This combination enables direct coupling or substitution reactions under mild conditions, facilitating rapid access to complex heterocyclic architectures in medicinal chemistry and agrochemical synthesis.

Application

3-Amino-2-chloro-6-(trifluoromethyl)pyridine serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds via palladium-catalyzed cross-coupling and nucleophilic substitution reactions. The ortho-chloro and amino groups provide complementary reactivity for sequential functionalization, while the trifluoromethyl group enhances metabolic stability and lipophilicity. Bench-stable and amenable to purification by chromatography or recrystallization, it facilitates efficient synthesis of advanced intermediates for API development.

Synthesis

Route1
- In-stock
  
  106877-33-2
- ~%
- In-stock
  
  117519-09-2
References
- US2007/197478 A1, ; Page/Page column 71 ;
Route2
- In-stock
  
  386704-05-8
- ~%
- In-stock
  
  117519-09-2
References
- EP2251329 A1, ; Page/Page column 5 ;

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 2.336
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Amino-2-chloro-6-(trifluoromethyl)pyridine

CAS No. 117519-09-2

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