Methyl 2-chloro-5-cyanonicotinate

Name: Methyl 2-chloro-5-cyanonicotinate
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CAS No. 1256785-53-1
Cat. No. CS-0375952
Molecule weight196.59
Purity≥98%
MDL No.None

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Methyl 2-chloro-5-cyanonicotinate|CS-0375952

Structure of 1256785-53-1

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General Information

CAS No. 1256785-53-1
Cat. No. CS-0375952
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅ClN₂O₂
Molecular Weight 196.59
Synonym(s) Methyl 2-chloro-5-cyanopyridine-3-carboxylate
SMILES O=C(C1=CC(C#N)=CN=C1Cl)OC

Description

Methyl 2-chloro-5-cyanonicotinate is a versatile heterocyclic building block featuring a chlorinated pyridine core with orthogonal functional groups. The cyano and ester moieties enable sequential derivatization, while the chlorine atom facilitates palladium-catalyzed cross-coupling reactions. This compound exhibits stability under standard conditions and integrates readily into synthetic sequences requiring electron-deficient aromatic scaffolds.

Application

Methyl 2-chloro-5-cyanonicotinate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds. The ortho-chloro and cyano groups provide complementary reactivity for palladium-catalyzed cross-coupling and nucleophilic substitution, while the ester functionality supports hydrolysis or reduction. Bench-stable and readily purified by flash chromatography, it facilitates robust, scalable routes to medicinally relevant core structures.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 62.98
LogP 1.39328
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 2-chloro-5-cyanonicotinate

CAS No. 1256785-53-1

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