6-Chloro-5-cyanopicolinic acid

Name: 6-Chloro-5-cyanopicolinic acid
Brand: ChemScene
Availability: InStock
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CAS No. 53234-56-3
Cat. No. CS-0043055
Purity≥98%
MDL No.MFCD18258363

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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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6-Chloro-5-cyanopicolinic acid|CS-0043055

Structure of 53234-56-3

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General Information

CAS No. 53234-56-3
Cat. No. CS-0043055
Purity ≥98%
MDL No. MFCD18258363
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃ClN₂O₂
Molecular Weight 182.56
Synonym(s) 6-Chloro-5-cyanopyridine-2-carboxylic acid
SMILES O=C(O)C1=NC(Cl)=C(C#N)C=C1

Description

6-Chloro-5-cyanopicolinic acid features a pyridine core functionalized with chlorine and cyano groups at adjacent positions, enabling high reactivity in coupling processes. This electron-deficient heterocycle integrates readily into pharmaceutical scaffolds and advanced materials, offering enhanced solubility and stability under standard conditions.

Application

6-Chloro-5-cyanopicolinic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into heterocyclic scaffolds via standard coupling and cyclization protocols. Its ortho-functionalized pyridine core offers enhanced reactivity for palladium-catalyzed cross-couplings and facilitates downstream derivatization under mild conditions. Bench-stable and readily purified by recrystallization, it functions as a key intermediate in the synthesis of bioactive molecules, particularly those requiring halogenated nitrile motifs for targeted functionalization.

Synthesis

Route1
- 1312772-66-9
- ~%
- In-stock
  
  53234-56-3
References
- UNIVERSITY OF MASSACHUSETTS; PRESIDENT AND FELLOWS OF HARVARD COLLEGE Patent: WO2009/145829 A1, 2009 ; Location in patent: Page/Page column 98-99 ;

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 73.98
LogP 1.30488
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-Chloro-5-cyanopicolinic acid

CAS No. 53234-56-3

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