Ethyl 2-chloro-5-methylisonicotinate

Name: Ethyl 2-chloro-5-methylisonicotinate
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CAS No. 850080-86-3
Cat. No. CS-0148839
Purity≥98%
MDL No.MFCD06410741

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Ethyl 2-chloro-5-methylisonicotinate|CS-0148839

Structure of 850080-86-3

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General Information

CAS No. 850080-86-3
Cat. No. CS-0148839
Purity ≥98%
MDL No. MFCD06410741
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀ClNO₂
Molecular Weight 199.63
Synonym(s) 4-Pyridinecarboxylic acid, 2-chloro-5-methyl-, ethyl ester
SMILES O=C(OCC)C1=C(C)C=NC(Cl)=C1

Description

Ethyl 2-chloro-5-methylisonicotinate is a bench-stable, moisture-tolerant heterocyclic ester featuring a chlorine atom at the 2-position and a methyl group at the 5-position of the pyridine ring. This electronic profile enables efficient coupling in cross-coupling reactions, particularly in palladium-catalyzed transformations. The ethyl ester functionality provides enhanced solubility in organic solvents and facilitates downstream derivatization. It serves as a key building block for bioactive heterocycles in medicinal chemistry and agrochemical development.

Application

Ethyl 2-chloro-5-methylisonicotinate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridine scaffolds. Its ortho-chloro and methyl groups provide complementary sites for palladium-catalyzed cross-coupling and electrophilic functionalization. The ester moiety facilitates downstream transformations including hydrolysis and amidation. Bench-stable and readily purified by flash chromatography, it functions reliably in standard synthetic workflows for API intermediate development.

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 39.19
LogP 2.22012
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Ethyl 2-chloro-5-methylisonicotinate

CAS No. 850080-86-3

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