2,3-Dichloro-4-pyridinecarboxylic acid

Name: 2,3-Dichloro-4-pyridinecarboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 184416-84-0
Cat. No. CS-D0897
Purity≥97%
MDL No.MFCD01861977

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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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2,3-Dichloro-4-pyridinecarboxylic acid|CS-D0897

Structure of 184416-84-0

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General Information

CAS No. 184416-84-0
Cat. No. CS-D0897
Purity ≥97%
MDL No. MFCD01861977
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃Cl₂NO₂
Molecular Weight 192.00
Synonym(s) 2,3-Dichloroisonicotinic acid
SMILES ClC1=NC=CC(C(O)=O)=C1Cl

Description

2,3-Dichloro-4-pyridinecarboxylic acid features a pyridine core substituted with two chlorine atoms at the 2 and 3 positions and a carboxylic acid group at the 4 position. This electron-deficient heterocycle serves as a key scaffold for medicinal chemistry, integrating readily into bioactive molecules via amidation or esterification. The dichloro substitution enhances metabolic stability and modulates electronic properties, facilitating targeted interactions in kinase inhibition and receptor binding studies.

Application

2,3-Dichloro-4-pyridinecarboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds via coupling and cyclization reactions. Its dichloro substitution pattern enhances electrophilic reactivity at C2 and C3, facilitating nucleophilic aromatic substitution under mild conditions. The carboxylic acid group supports direct derivatization or metal-catalyzed cross-coupling, offering robust functional group tolerance and ease of purification—ideal for medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  2402-77-9
- 124-38-9
- ~97%
- In-stock
  
  184416-84-0
References
- Marzi, Elena; Bigi, Anna; Schlosser, Manfred European Journal of Organic Chemistry, 2001 , # 7 p. 1371 - 1376
Route2
- 124-38-9
- ~80%
- In-stock
  
  184416-84-0
References
- MITSUBISHI PHARMA CORPORATION; SANOFI-AVENTIS Patent: WO2006/36015 A2, 2006 ; Location in patent: Page/Page column 123 ; WO 2006/036015 A2

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 2.0866
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2,3-Dichloro-4-pyridinecarboxylic acid

CAS No. 184416-84-0

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