Methyl 5-amino-2-bromobenzoate

Name: Methyl 5-amino-2-bromobenzoate
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CAS No. 6942-37-6
Cat. No. CS-W005932
Purity≥95%
MDL No.MFCD00085568

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Methyl 5-amino-2-bromobenzoate|CS-W005932

Structure of 6942-37-6

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Description

Methyl 5-amino-2-bromobenzoate features a bromine atom at the ortho position relative to the ester group and an amino substituent at the para position, creating a versatile scaffold for synthetic modifications. This electron-rich aromatic system enables efficient coupling reactions under mild conditions. The molecule exhibits enhanced solubility in common organic solvents and maintains stability during standard bench handling, facilitating its use in pharmaceutical intermediates and agrochemical synthesis.

Application

Methyl 5-amino-2-bromobenzoate serves as a versatile building block in medicinal chemistry, enabling sequential functionalization via the orthogonal reactivity of its amino and bromo groups. The amino group facilitates coupling reactions, while the bromo moiety supports palladium-catalyzed cross-couplings, allowing efficient access to substituted biaryls and complex heterocycles. Bench-stable and amenable to standard purification methods, it functions effectively in multi-step syntheses requiring precise regiocontrol.

General Information

CAS No. 6942-37-6
Cat. No. CS-W005932
Purity ≥95%
MDL No. MFCD00085568
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrNO₂
Molecular Weight 230.06
Synonym(s) Benzoic acid, 5-amino-2-bromo-, methyl ester
SMILES O=C(OC)C1=CC(N)=CC=C1Br

Computational Chemistry Data

TPSA 52.32
LogP 1.8179
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501

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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 5-amino-2-bromobenzoate

CAS No. 6942-37-6

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