Methyl 2-amino-5-methoxybenzoate

Name: Methyl 2-amino-5-methoxybenzoate
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CAS No. 2475-80-1
Cat. No. CS-W017156
Purity≥98%
MDL No.MFCD09038482

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Methyl 2-amino-5-methoxybenzoate|CS-W017156

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General Information

CAS No. 2475-80-1
Cat. No. CS-W017156
Purity ≥98%
MDL No. MFCD09038482
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₁NO₃
Molecular Weight 181.19
Synonym(s) Methyl 6-amino-m-anisate
SMILES NC1=C(C(=O)OC)C=C(C=C1)OC

Description

Methyl 2-amino-5-methoxybenzoate features a strategically positioned amino group and methoxy substituent on the aromatic ring, enabling enhanced solubility and tunable reactivity. This electron-rich scaffold integrates readily into complex heterocycles and serves as a key intermediate in pharmaceutical synthesis under standard conditions.

Application

Methyl 2-amino-5-methoxybenzoate serves as a versatile synthetic intermediate for pharmaceutical and agrochemical discovery. Its ortho-amino and methoxy groups enable reliable functionalization via electrophilic substitution, amidation, and transition-metal-catalyzed coupling reactions. The methyl ester facilitates straightforward derivatization, while the compound exhibits excellent bench stability and ease of purification—ideal for iterative synthesis in medicinal chemistry workflows.

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 61.55
LogP 1.064
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 2-amino-5-methoxybenzoate

CAS No. 2475-80-1

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