2-Chloro-4-fluoronicotinic acid

Name: 2-Chloro-4-fluoronicotinic acid
Brand: ChemScene
Availability: InStock
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CAS No. 929022-76-4
Cat. No. CS-W018683
Purity≥95%
MDL No.MFCD11040264

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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-fluoronicotinic acid|CS-W018683

Structure of 929022-76-4

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General Information

CAS No. 929022-76-4
Cat. No. CS-W018683
Purity ≥95%
MDL No. MFCD11040264
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃ClFNO₂
Molecular Weight 175.54
Synonym(s) tert-Butyl 3-allyl-3-hydroxyazetidine-70-carboxylate
SMILES O=C(C1=C(N=CC=C1F)Cl)O

Description

2-Chloro-4-fluoronicotinic acid features a strategically positioned chloro and fluoro substituent on the nicotinic acid scaffold, delivering enhanced electron-withdrawing character and metabolic stability. This configuration supports efficient incorporation into bioactive heterocycles, particularly in medicinal chemistry scaffolds requiring precise electronic tuning and improved pharmacokinetic profiles under standard bench conditions.

Application

2-Chloro-4-fluoronicotinic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-chloro and meta-fluoro substituents provide orthogonal reactivity for palladium-catalyzed couplings and nucleophilic substitutions, while the carboxylic acid group facilitates amide formation and derivatization. The compound exhibits excellent bench stability and is compatible with standard purification protocols, making it ideal for scalable, multi-step syntheses in API development.

Synthesis

Route1
- In-stock
  
  34941-91-8
- 124-38-9
- ~73%
- In-stock
  
  929022-76-4
References
- MERCK SHARP and DOHME CORP.; BUNGARD, Christopher, James; PERKINS, James, J.; MANIKOWSKI, Jesse, J.; DE LEON, Pablo; MEISSNER, Robert, S. Patent: WO2011/53574 A1, 2011 ; Location in patent: Page/Page column 44 ;

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 50.19
LogP 1.5723
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-fluoronicotinic acid

CAS No. 929022-76-4

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