2-Amino-5-chloronicotinonitrile

Name: 2-Amino-5-chloronicotinonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 869557-28-8
Cat. No. CS-0019338
Molecule weight153.57
Purity≥98%
MDL No.MFCD16878647

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2-Amino-5-chloronicotinonitrile|CS-0019338

Structure of 869557-28-8

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General Information

CAS No. 869557-28-8
Cat. No. CS-0019338
Purity ≥98%
MDL No. MFCD16878647
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄ClN₃
Molecular Weight 153.57
Synonym(s) 3-Pyridinecarbonitrile, 2-amino-5-chloro-
SMILES N#CC1=CC(Cl)=CN=C1N

Description

2-Amino-5-chloronicotinonitrile features a conjugated pyridine core bearing electron-withdrawing nitrile and chloro substituents, enabling robust coupling reactions. The amino group provides a reactive handle for derivatization, while the molecule exhibits favorable solubility and stability under standard bench conditions.

Application

2-Amino-5-chloronicotinonitrile serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted pyridine scaffolds through standard coupling and cyclization reactions. Its amino and nitrile groups provide orthogonal reactivity for diverse functionalizations, while the chlorine substituent facilitates palladium-catalyzed cross-coupling transformations. The compound exhibits good bench stability and is compatible with common purification methods, making it suitable for iterative synthesis workflows in API development.

Synthesis

Route1
- 557-21-1
- In-stock
  
  26163-03-1
- ~%
- In-stock
  
  869557-28-8
References
- ASTRAZENECA AB Patent: WO2005/111001 A1, 2005 ; Location in patent: Page/Page column 56; 57 ; 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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 62.7
LogP 1.18888
H_Acceptors 3
H_Donors 1
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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2-Amino-5-chloronicotinonitrile

CAS No. 869557-28-8

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