Methyl 2-bromoimidazo[1,2-a]pyridine-7-carboxylate

Name: Methyl 2-bromoimidazo[1,2-a]pyridine-7-carboxylate
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CAS No. 1935107-75-7
Cat. No. CS-0162901
Purity≥97%
MDL No.None

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Methyl 2-bromoimidazo[1,2-a]pyridine-7-carboxylate|CS-0162901

Structure of 1935107-75-7

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General Information

CAS No. 1935107-75-7
Cat. No. CS-0162901
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇BrN₂O₂
Molecular Weight 255.07
Synonym(s) Imidazo[1,2-a]pyridine-7-carboxylic acid, 2-bromo-, methyl ester
SMILES O=C(C1=CC2=NC(Br)=CN2C=C1)OC

Description

Methyl 2-bromoimidazo[1,2-a]pyridine-7-carboxylate features a brominated imidazopyridine core with a methyl ester handle, enabling direct incorporation into Suzuki-Miyaura and Buchwald-Hartwig coupling workflows. The electron-deficient heterocycle facilitates palladium-catalyzed functionalization, while the ester group offers versatility in downstream derivatization. This bench-stable reagent supports rapid access to complex nitrogen-containing scaffolds under standard conditions.

Application

Methyl 2-bromoimidazo[1,2-a]pyridine-7-carboxylate serves as a versatile building block for the synthesis of imidazo[1,2-a]pyridine derivatives, key scaffolds in medicinal chemistry. The bromo group enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports further derivatization. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient access to functionalized heterocycles used in drug discovery and agrochemical 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-P280-P302+P352

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Computational Chemistry Data

TPSA 43.6
LogP 1.8834
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 2-bromoimidazo[1,2-a]pyridine-7-carboxylate

CAS No. 1935107-75-7

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