Methyl 6-chloro-5-iodonicotinate

Name: Methyl 6-chloro-5-iodonicotinate
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CAS No. 365413-29-2
Cat. No. CS-0012611
Purity≥98%
MDL No.MFCD08276963

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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+
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Methyl 6-chloro-5-iodonicotinate|CS-0012611

Structure of 365413-29-2

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Description

Methyl 6-chloro-5-iodonicotinate is a halogenated pyridine carboxylate featuring orthogonal reactivity at the 5- and 6-positions. This bench-stable derivative enables direct coupling strategies in cross-coupling workflows, where the iodide serves as a high-efficiency handle for palladium-catalyzed transformations. The electron-deficient pyridine ring enhances regioselective functionalization under mild conditions.

Application

Methyl 6-chloro-5-iodonicotinate serves as a versatile building block for transition-metal-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under palladium or nickel catalysis. The ortho-halogen substitution pattern facilitates selective functionalization, while the ester group provides stability and ease of purification. This compound functions effectively in Suzuki-Miyaura, Stille, and Negishi couplings, offering reliable access to substituted nicotinate scaffolds relevant to medicinal chemistry and agrochemical development.

General Information

CAS No. 365413-29-2
Cat. No. CS-0012611
Purity ≥98%
MDL No. MFCD08276963
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClINO₂
Molecular Weight 297.48
Synonym(s) Methyl 6-chloro-5-iodopyridine-3-carboxylate, 6-Chloro-5-iodo-3-(methoxycarbonyl)pyridine
SMILES ClC1=C(I)C=C(C(OC)=O)C=N1

Computational Chemistry Data

TPSA 39.19
LogP 2.1262
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

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
Precautionary Statements : P261-P280-P304+P340

Quality Control

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Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 6-chloro-5-iodonicotinate

CAS No. 365413-29-2

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