2-Chloro-5-(trifluoromethyl)pyridin-3-amine

Name: 2-Chloro-5-(trifluoromethyl)pyridin-3-amine
Brand: ChemScene
Availability: InStock
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CAS No. 72587-18-9
Cat. No. CS-W019209
Purity≥98%
MDL No.MFCD07375383

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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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2-Chloro-5-(trifluoromethyl)pyridin-3-amine|CS-W019209

Structure of 72587-18-9

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General Information

CAS No. 72587-18-9
Cat. No. CS-W019209
Purity ≥98%
MDL No. MFCD07375383
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-pyridinamine, 2-chloro-5-(trifluoromethyl)-
SMILES NC1=CC(C(F)(F)F)=CN=C1Cl

Description

2-Chloro-5-(trifluoromethyl)pyridin-3-amine features a trifluoromethyl group that enhances electron-withdrawal and metabolic stability, while the chloro and amine functionalities enable diverse coupling reactions. This pyridine derivative serves as a key intermediate in pharmaceutical synthesis, particularly for kinase inhibitors and agrochemicals.

Application

2-Chloro-5-(trifluoromethyl)pyridin-3-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive chloropyridine moiety. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the primary amine facilitates further functionalization. This compound exhibits excellent bench stability and compatibility with standard synthetic workflows, making it a reliable scaffold for constructing bioactive heterocycles and API intermediates.

Synthesis

Route1
- In-stock
  
  72587-15-6
- ~92%
- In-stock
  
  72587-18-9
References
- BASF SE; BASF (CHINA) COMPANY LIMITED; METZ, Stefan; FUCHS, Evelyn; DORMANN, Korinna; MOLT, Oliver; LENNARTZ, Christian; WAGENBLAST, Gerhard; GEssNER, Thomas; SCHILDKNECHT, Christian; WATANABE, Soichi Patent: WO2012/172482 A1, 2012 ; Location in patent: Page/Page column 126 ;

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

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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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2-Chloro-5-(trifluoromethyl)pyridin-3-amine

CAS No. 72587-18-9

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