Methyl 6-cyanopicolinate

Name: Methyl 6-cyanopicolinate
Brand: ChemScene
Availability: InStock
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CAS No. 98436-83-0
Cat. No. CS-W006581
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Structure of 98436-83-0

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General Information

CAS No. 98436-83-0
Cat. No. CS-W006581
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆N₂O₂
Molecular Weight 162.15
Synonym(s) 6-CYANO-2-PYRIDINE CARBOXYLIC ACID METHYL ESTER
SMILES O=C(OC)C1=NC(C#N)=CC=C1

Description

Methyl 6-cyanopicolinate features a cyano group positioned ortho to the ester functionality, creating a polar, electron-deficient heterocyclic scaffold. This configuration enhances reactivity in nucleophilic substitution and facilitates conjugation with bioactive moieties. The compound exhibits excellent solubility in common organic solvents and stability under standard bench conditions, enabling straightforward integration into synthetic sequences for medicinal chemistry and materials development.

Application

Methyl 6-cyanopicolinate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to heterocyclic scaffolds and functionalized pyridine derivatives. Its ortho-cyano and ester groups provide complementary reactivity for nucleophilic addition, cyclization, and metal-catalyzed transformations. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  26218-75-7
- 544-92-3
- ~49%
- In-stock
  
  98436-83-0
References
- Andreiadis, Eugen S.; Imbert, Daniel; Pecaut, Jacques; Demadrille, Renaud; Mazzanti, Marinella Dalton Transactions, 2012 , vol. 41, # 4 p. 1268 - 1277

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 62.98
LogP 0.73988
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 6-cyanopicolinate

CAS No. 98436-83-0

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