2-Amino-5-bromo-3-(methyloxy)benzoic acid

Name: 2-Amino-5-bromo-3-(methyloxy)benzoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 864293-44-7
Cat. No. CS-B1043
Purity≥98%
MDL No.MFCD11101005

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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2-Amino-5-bromo-3-(methyloxy)benzoic acid|CS-B1043

Structure of 864293-44-7

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General Information

CAS No. 864293-44-7
Cat. No. CS-B1043
Purity ≥98%
MDL No. MFCD11101005
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrNO₃
Molecular Weight 246.06
Synonym(s) 2-Amino-5-bromo-3-methoxybenzoic acid
SMILES O=C(O)C1=CC(Br)=CC(OC)=C1N

Description

This brominated aromatic acid features a methoxy-substituted benzene core with strategically positioned amino and carboxylic acid functionalities. The electron-donating methoxy group enhances solubility and reactivity, while the bromine atom enables facile cross-coupling transformations. Bench-stable under standard conditions, it serves as a key intermediate in the synthesis of bioactive molecules and functional materials.

Application

2-Amino-5-bromo-3-(methyloxy)benzoic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive heterocycles and peptide conjugates. The molecule combines ortho-directed reactivity from the amino and carboxylic acid groups with bromine for cross-coupling applications, while the methoxy group enhances solubility and modulates electronic properties. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient synthesis of complex scaffolds.

Synthesis

Route1
- 3177-80-8
- ~10%
- In-stock
  
  864293-44-7
References
- Glaxo Group Limited Patent: US2009/197871 A1, 2009 ; Location in patent: Page/Page column 52-53 ; US 20090197871 A1

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-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 72.55
LogP 1.7381
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Amino-5-bromo-3-(methyloxy)benzoic acid

CAS No. 864293-44-7

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