2-Chloro-3-iodopyridin-4-amine

Name: 2-Chloro-3-iodopyridin-4-amine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 909036-46-0
Cat. No. CS-W007227
Purity≥97%
MDL No.MFCD09763660

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Chloro-3-iodopyridin-4-amine|CS-W007227

Structure of 909036-46-0

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General Information

CAS No. 909036-46-0
Cat. No. CS-W007227
Purity ≥97%
MDL No. MFCD09763660
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄ClIN₂
Molecular Weight 254.46
Synonym(s) oro-3-iodopyridin-4-amine
SMILES NC1=C(I)C(Cl)=NC=C1

Description

2-Chloro-3-iodopyridin-4-amine features a halogenated pyridine core with complementary chlorine and iodine substituents at adjacent positions, enabling selective cross-coupling reactions. The primary amine group provides a handle for downstream functionalization, while the electron-deficient aromatic ring enhances reactivity in palladium-catalyzed transformations. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and pharmaceutical candidates.

Application

2-Chloro-3-iodopyridin-4-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The chlorine and iodine substituents allow sequential functionalization, while the pyridin-4-amine moiety provides a handle for further derivatization. This compound exhibits good bench stability and facilitates efficient synthesis of complex heterocyclic scaffolds relevant to drug discovery programs.

Synthesis

Route1
- In-stock
  
  14432-12-3
- ~39%
- In-stock
  
  800402-12-4
- In-stock
  
  909036-46-0
References
- WO2012/123745 A1, ; Page/Page column 67-68 ; WO 2012/123745 A1
Route2
- In-stock
  
  14432-12-3
- ~0%
- In-stock
  
  800402-12-4
- In-stock
  
  909036-46-0
- In-stock
  
  1171919-00-8
References
- Jose, Gilish; Suresha Kumara; Nagendrappa, Gopalpur; Sowmya; Jasinski, Jerry P.; Millikan, Sean P.; Chandrika; More, Sunil S.; Harish European Journal of Medicinal Chemistry, 2014 , vol. 77, p. 288 - 297
Route3
- In-stock
  
  14432-12-3
- ~40%
- In-stock
  
  909036-46-0
References
- Almirall, S.A.; Vidal Juan, Bernat; Alonso Diez, Juan Antonio; Buil Albero, María Antonia; Eastwood, Paul Robert; Esteve Trias, Cristina; Lozoya Toribio, María Estrella; Roberts, Richard Spurring; Vidal Gispert, Laura Patent: EP2548876 A1, 2013 ; Location in patent: Paragraph 0368; 0369 ; EP 2548876 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 1.9218
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Chloro-3-iodopyridin-4-amine

CAS No. 909036-46-0

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