5-Chloro-3-fluoropicolinonitrile

Name: 5-Chloro-3-fluoropicolinonitrile
Brand: ChemScene
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CAS No. 207994-11-4
Cat. No. CS-0137906
Purity≥96%
MDL No.MFCD07375055

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5-Chloro-3-fluoropicolinonitrile|CS-0137906

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General Information

CAS No. 207994-11-4
Cat. No. CS-0137906
Purity ≥96%
MDL No. MFCD07375055
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂ClFN₂
Molecular Weight 156.54
Synonym(s) 5-Chloro-3-fluoropyridine-2-carbonitrile
SMILES N#CC1=NC=C(Cl)C=C1F

Description

5-Chloro-3-fluoropicolinonitrile is a fluorinated heterocyclic nitrile featuring strategically positioned halogen substituents that enable direct functionalization in cross-coupling and electrophilic substitution reactions. The electron-deficient pyridine core enhances reactivity toward nucleophiles, while the nitrile group provides a handle for downstream derivatization. This compound serves as a key building block in the synthesis of bioactive molecules and advanced materials.

Application

5-Chloro-3-fluoropicolinonitrile serves as a versatile building block in medicinal chemistry, enabling efficient construction of substituted pyridine scaffolds. Its orthogonal reactivity—combining electrophilic chlorination, nucleophilic fluorination, and nitrile functionalization—facilitates modular synthesis of bioactive heterocycles. The molecule exhibits excellent bench stability and compatibility with standard coupling protocols, supporting scalable transformations in API development workflows.

Synthesis

Route1
- 544-92-3
- In-stock
  
  514797-97-8
- ~64%
- In-stock
  
  207994-11-4
References
- Collibee, Scott; Lu, Pu-Ping; Ashcraft, Luke W.; Browne, William F.; Garard, Marc Andrew; Morgan, Bradley P.; Morgans, David J.; Bergnes, Gustave; Muci, Alex Patent: US2008/242695 A1, 2008 ; Location in patent: Page/Page column 36 ;

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 36.68
LogP 1.74578
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Chloro-3-fluoropicolinonitrile

CAS No. 207994-11-4

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