2-Amino-5-fluoronicotinonitrile

Name: 2-Amino-5-fluoronicotinonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 801303-22-0
Cat. No. CS-0186543
Purity≥98%
MDL No.MFCD11847632

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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2-Amino-5-fluoronicotinonitrile|CS-0186543

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General Information

CAS No. 801303-22-0
Cat. No. CS-0186543
Purity ≥98%
MDL No. MFCD11847632
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄FN₃
Molecular Weight 137.11
Synonym(s) 2-Amino-3-cyano-5-fluoropyridine
SMILES N#CC1=CC(F)=CN=C1N

Description

2-Amino-5-fluoronicotinonitrile features a fluorinated pyridine core bearing both amino and nitrile functionalities, enabling integration into diverse heterocyclic scaffolds. The electron-deficient ring facilitates nucleophilic substitution, while the amino group offers direct derivatization potential. This bench-stable reagent streamlines access to bioactive nitrogen-rich architectures in medicinal chemistry.

Application

2-Amino-5-fluoronicotinonitrile serves as a versatile building block in medicinal chemistry, enabling the synthesis of fluorinated heterocycles and kinase inhibitor scaffolds. Its ortho-difunctionalized pyridine core facilitates efficient coupling reactions and transition-metal-catalyzed transformations. The amino and nitrile groups offer complementary reactivity for derivatization, while the fluorine substituent enhances metabolic stability and bioavailability. This compound exhibits excellent bench stability and is readily purified by recrystallization, making it ideal for high-throughput screening and process-scale synthesis.

Synthesis

Route1
- In-stock
  
  869557-43-7
- 557-21-1
- ~%
- In-stock
  
  801303-22-0
References
- ASTRAZENECA AB Patent: WO2005/111001 A1, 2005 ; Location in patent: Page/Page column 59 ; WO 2005/111001 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

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Computational Chemistry Data

TPSA 62.7
LogP 0.67458
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Amino-5-fluoronicotinonitrile

CAS No. 801303-22-0

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