Methyl 2-amino-5-bromo-4-methoxybenzoate

Name: Methyl 2-amino-5-bromo-4-methoxybenzoate
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CAS No. 169044-96-6
Cat. No. CS-0139472
Purity≥97%
MDL No.None

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Methyl 2-amino-5-bromo-4-methoxybenzoate|CS-0139472

Structure of 169044-96-6

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General Information

CAS No. 169044-96-6
Cat. No. CS-0139472
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀BrNO₃
Molecular Weight 260.08
Synonym(s) Methyl 2-Amino-5-Bromo-4-Methoxybenzoate(WXC00595)
SMILES O=C(OC)C1=CC(Br)=C(OC)C=C1N

Description

Methyl 2-amino-5-bromo-4-methoxybenzoate features a strategically positioned bromine atom and methoxy group that enhance its reactivity in cross-coupling processes. The amino group provides a handle for derivatization, while the ester functionality enables straightforward hydrolysis or coupling. This compound serves as a valuable intermediate in the synthesis of pharmaceuticals and functional materials.

Application

Methyl 2-amino-5-bromo-4-methoxybenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, quinolines, and other heterocyclic scaffolds. The molecule’s ortho-amino and bromo groups facilitate sequential functionalization via palladium-catalyzed cross-coupling and electrophilic substitution. Its methyl ester functionality supports straightforward derivatization, while the methoxy group provides moderate electron donation and enhanced bench stability.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330

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Computational Chemistry Data

TPSA 61.55
LogP 1.8265
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 2-amino-5-bromo-4-methoxybenzoate

CAS No. 169044-96-6

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