2-Amino-4-fluoropyridine

Name: 2-Amino-4-fluoropyridine
Brand: ChemScene
Availability: InStock
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CAS No. 944401-77-8
Cat. No. CS-W005118
Purity≥97%
MDL No.MFCD09260906

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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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Structure of 944401-77-8

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General Information

CAS No. 944401-77-8
Cat. No. CS-W005118
Purity ≥97%
MDL No. MFCD09260906
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅FN₂
Molecular Weight 112.11
Synonym(s) 4-Fluoropyridin-2-amine
SMILES NC1=NC=CC(F)=C1

Description

2-Amino-4-fluoropyridine is a fluorinated heterocyclic scaffold featuring an electron-rich amino group and a reactive fluorine substituent. This combination enables selective functionalization in medicinal chemistry, particularly in kinase inhibitor development. The molecule exhibits enhanced metabolic stability and favorable solubility profiles under standard conditions, facilitating integration into complex molecular architectures.

Application

2-Amino-4-fluoropyridine serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its ortho-amino and meta-fluoro substituents offer complementary reactivity for sequential derivatization, while the pyridine core provides enhanced solubility and metabolic stability. Bench-stable and readily purified by recrystallization, it functions effectively in SNAr, Suzuki-Miyaura, and Buchwald-Hartwig transformations, facilitating rapid access to diverse heterocyclic scaffolds.

Synthesis

Route1
- In-stock
  
  1237535-76-0
- ~%
- In-stock
  
  944401-77-8
References
- WO2011/79076 A1, ; Page/Page column 71; 72; 150 ;
Route2
- In-stock
  
  34941-91-8
- ~%
- In-stock
  
  944401-77-8
References
- WO2011/79076 A1, ;

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 0.8029
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Amine

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Amino-4-fluoropyridine

CAS No. 944401-77-8

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