Methyl 5-amino-2-bromo-3-fluorobenzoate

Name: Methyl 5-amino-2-bromo-3-fluorobenzoate
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CAS No. 1036389-05-5
Cat. No. CS-0508905
Purity≥98%
MDL No.MFCD24119832

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Methyl 5-amino-2-bromo-3-fluorobenzoate|CS-0508905

Structure of 1036389-05-5

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Description

Methyl 5-amino-2-bromo-3-fluorobenzoate features a strategically positioned amino group that enhances nucleophilic reactivity, while the bromo and fluoro substituents enable palladium-catalyzed cross-coupling transformations. This electron-deficient aryl scaffold supports efficient functionalization in synthetic sequences requiring precise regiocontrol and stability under standard conditions.

Application

Methyl 5-amino-2-bromo-3-fluorobenzoate serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted benzimidazoles and other heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. The bromo group facilitates Suzuki-Miyaura and Buchwald-Hartwig couplings, while the amino and fluorine substituents provide orthogonal reactivity and enhanced target binding potential. Bench-stable and readily purified by column chromatography, it functions effectively in multi-step syntheses requiring precise functional group manipulation.

General Information

CAS No. 1036389-05-5
Cat. No. CS-0508905
Purity ≥98%
MDL No. MFCD24119832
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrFNO₂
Molecular Weight 248.05
Synonym(s) 5-amino-2-bromo-3-fluorobenzoate methyl ester
SMILES O=C(OC)C1=CC(N)=CC(F)=C1Br

Computational Chemistry Data

TPSA 52.32
LogP 1.957
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Other Classifications

Building Blocks Functional Group Fluoride

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-bromo-3-fluorobenzoate

CAS No. 1036389-05-5

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