5-amino-3-chloropicolinonitrile

Name: 5-amino-3-chloropicolinonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 488713-31-1
Cat. No. CS-0043966
Molecule weight153.57
Purity≥97%
MDL No.None

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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+
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5-amino-3-chloropicolinonitrile|CS-0043966

Structure of 488713-31-1

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General Information

CAS No. 488713-31-1
Cat. No. CS-0043966
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄ClN₃
Molecular Weight 153.57
Synonym(s) 2-PYRIDINECARBONITRILE, 5-AMINO-3-CHLORO-
SMILES N#CC1=NC=C(N)C=C1Cl

Description

5-Amino-3-chloropicolinonitrile features a trifunctional pyridine core bearing amino, chloro, and nitrile groups in a regioselective arrangement. This electron-deficient heterocycle integrates readily into cross-coupling reactions and serves as a key scaffold for pharmaceutical intermediates, offering enhanced reactivity under standard conditions.

Application

5-Amino-3-chloropicolinonitrile serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted pyridine scaffolds through standard coupling and cyclization reactions. Its amino and nitrile groups provide orthogonal reactivity for sequential functionalization, while the chlorine substituent facilitates palladium-catalyzed cross-coupling transformations. The compound exhibits good bench stability and is amenable to purification by recrystallization, making it well-suited for use in medicinal chemistry campaigns and process development workflows.

Synthesis

Route1
- In-stock
  
  488713-30-0
- ~%
- In-stock
  
  488713-31-1
References
- AXYS PHARMACEUTICALS, INC. Patent: WO2004/50637 A2, 2004 ; Location in patent: Page 66-67 ; WO 2004/050637 A2
Route2
- In-stock
  
  488713-30-0
- 7439-89-6
- ~%
- In-stock
  
  488713-31-1
References
- Salvati, Mark E.; Balog, James Aaron; Pickering, Dacia A.; Giese, Soren; Fura, Aberra; Li, Wenying; Patel, Ramesh N.; Hanson, Ronald L.; Mitt, Toomas; Roberge, Jacques Y.; Corte, James R.; Spergel, Steven H.; Rampulla, Richard A.; Misra, Raj N.; Xiao, Hai-Yun Patent: US2004/77605 A1, 2004 ; US 20040077605 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 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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5-amino-3-chloropicolinonitrile

CAS No. 488713-31-1

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