Methyl 4-amino-3-bromo-5-fluorobenzoate

Name: Methyl 4-amino-3-bromo-5-fluorobenzoate
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CAS No. 1123171-91-4
Cat. No. CS-0108721
Molecule weight248.05
Purity≥95%
MDL No.MFCD11846084

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Methyl 4-amino-3-bromo-5-fluorobenzoate|CS-0108721

Structure of 1123171-91-4

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General Information

CAS No. 1123171-91-4
Cat. No. CS-0108721
Purity ≥95%
MDL No. MFCD11846084
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrFNO₂
Molecular Weight 248.05
Synonym(s) METHYLAMINOBROMOFLUOROBENZOATE
SMILES O=C(OC)C1=CC(F)=C(N)C(Br)=C1

Description

Methyl 4-amino-3-bromo-5-fluorobenzoate features a strategically positioned amino group flanked by bromo and fluoro substituents, enabling selective functionalization in late-stage diversification. The ester handle supports efficient derivatization, while the electron-withdrawing halogens enhance reactivity in cross-coupling processes. This scaffold offers high stability under standard conditions and integrates readily into complex molecular architectures.

Application

Methyl 4-amino-3-bromo-5-fluorobenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its ortho-halogen substitution. The amino group provides a handle for derivatization, while the methyl ester facilitates subsequent hydrolysis or coupling. Bench-stable and readily purified by crystallization, it functions reliably in multi-step syntheses requiring functional group tolerance and predictable reactivity.

Synthesis

Route1
- In-stock
  
  185629-32-7
- ~%
- In-stock
  
  1123171-91-4
References
- US2009/54427 A1, ; Page/Page column 15 ;

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 52.32
LogP 1.957
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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 4-amino-3-bromo-5-fluorobenzoate

CAS No. 1123171-91-4

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