2-Chloro-4-iodonicotinic acid

Name: 2-Chloro-4-iodonicotinic acid
Brand: ChemScene
Availability: InStock
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CAS No. 544671-78-5
Cat. No. CS-W004021
Purity≥98%
MDL No.MFCD05663520

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Chloro-4-iodonicotinic acid|CS-W004021

Structure of 544671-78-5

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General Information

CAS No. 544671-78-5
Cat. No. CS-W004021
Purity ≥98%
MDL No. MFCD05663520
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃ClINO₂
Molecular Weight 283.45
Synonym(s) 2-chloro-4-iodopyridine-3-carboxylic acid
SMILES OC(=O)c1c(I)ccnc1Cl

Description

2-Chloro-4-iodonicotinic acid features a strategically positioned chloro and iodo substituent on the pyridine ring, enabling selective cross-coupling reactions. This electron-deficient heterocycle integrates readily into pharmaceutical scaffolds and serves as a key intermediate in the synthesis of bioactive compounds requiring halogen-directed functionalization.

Application

2-Chloro-4-iodonicotinic acid serves as a versatile building block for the synthesis of biologically active heterocycles and pharmaceutical intermediates. Its orthogonal halogenation pattern enables selective Suzuki-Miyaura and Stille coupling reactions, facilitating efficient construction of complex aryl scaffolds. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for scalable medicinal chemistry campaigns and API development workflows.

Synthesis

Route1
- In-stock
  
  153034-86-7
- 124-38-9
- ~83%
- In-stock
  
  544671-78-5
References
- Kyorin Pharmaceutical Co., Ltd. Patent: EP1489083 A1, 2004 ; Location in patent: Page 15; 16 ;
Route2
- 124-38-9
- In-stock
  
  78607-36-0
- ~80%
- In-stock
  
  544671-78-5
References
- Seto, Shigeki Tetrahedron Letters, 2004 , vol. 45, # 46 p. 8475 - 8478

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 50.19
LogP 2.0378
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Chloro-4-iodonicotinic acid

CAS No. 544671-78-5

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