Methyl 5-bromo-4-iodonicotinate

CAS No. 1529795-01-4
Cat. No. CS-0433505
Purity≥95%
MDL No.None

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Methyl 5-bromo-4-iodonicotinate|CS-0433505

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General Information

CAS No. 1529795-01-4
Cat. No. CS-0433505
Purity ≥95%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrINO₂
Molecular Weight 341.93
Synonym(s) METHYL-5-BROMO-4-IODONICOTINIC ACID
SMILES O=C(C1=C(I)C(Br)=CN=C1)OC

Description

Methyl 5-bromo-4-iodonicotinate is a halogenated nicotinic acid ester featuring complementary bromo and iodo substituents at the 5- and 4-positions, respectively. This bifunctional scaffold enables direct coupling in cross-coupling reactions, offering orthogonal reactivity for late-stage diversification in synthetic chemistry. The molecule exhibits stability under standard conditions and integrates readily into complex molecular architectures.

Application

Methyl 5-bromo-4-iodonicotinate serves as a versatile dihalogenated building block for cross-coupling reactions, enabling efficient access to substituted pyridine scaffolds. The bromo and iodo groups exhibit complementary reactivity in palladium-catalyzed couplings, allowing sequential functionalization with high chemoselectivity. Its bench-stable crystalline form facilitates handling and purification, while the ester functionality supports further derivatization. This compound is well-suited for constructing complex heterocyclic architectures in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 39.19
LogP 2.2353
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 5-bromo-4-iodonicotinate

CAS No. 1529795-01-4

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