Ethyl 2-bromo-4-methylnicotinate

Name: Ethyl 2-bromo-4-methylnicotinate
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CAS No. 65996-17-0
Cat. No. CS-0103544
Purity≥97%
MDL No.MFCD16610942

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Ethyl 2-bromo-4-methylnicotinate|CS-0103544

Structure of 65996-17-0

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General Information

CAS No. 65996-17-0
Cat. No. CS-0103544
Purity ≥97%
MDL No. MFCD16610942
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀BrNO₂
Molecular Weight 244.09
Synonym(s) 2-Bromo-4-methyl-nicotinic acid ethyl ester
SMILES O=C(C1=C(C)C=CN=C1Br)OCC

Description

Ethyl 2-bromo-4-methylnicotinate is a brominated nicotinate ester featuring a methyl group at the 4-position and a reactive bromine at the 2-position. This configuration enables direct functionalization in cross-coupling reactions, particularly Suzuki-Miyaura and Negishi transformations. The molecule's electron-deficient pyridine ring enhances reactivity while maintaining bench-stable handling under standard conditions. It serves as a key intermediate in synthesizing bioactive heterocycles and pharmaceutical scaffolds.

Application

Ethyl 2-bromo-4-methylnicotinate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine functionality. The ester and methyl groups offer orthogonal handles for further derivatization, while the pyridine core provides stability and compatibility with standard reaction conditions. Its bench-stable nature and ease of purification make it ideal for iterative synthetic sequences in medicinal chemistry and process development.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2810
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

TPSA 39.19
LogP 2.32922
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-bromo-4-methylnicotinate

CAS No. 65996-17-0

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