4-Bromo-2-fluoro-N-methylaniline

Name: 4-Bromo-2-fluoro-N-methylaniline
Brand: ChemScene
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CAS No. 213190-12-6
Cat. No. CS-0532520
Purity≥98%
MDL No.None

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Excepted Quantity	$0.00
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4-Bromo-2-fluoro-N-methylaniline|CS-0532520

Structure of 213190-12-6

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General Information

CAS No. 213190-12-6
Cat. No. CS-0532520
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrFN
Molecular Weight 204.04
Synonym(s) [(4-bromo-2-fluorophenyl)methyl]amine
SMILES FC1=CC(Br)=CC=C1NC

Description

4-Bromo-2-fluoro-N-methylaniline features a strategically positioned bromo and fluoro substituent on an aniline scaffold, enabling selective coupling reactions in medicinal chemistry. The N-methyl group enhances metabolic stability and modulates electronic properties, while the ortho-fluoro effect directs regioselective functionalization. This bench-stable compound serves as a key building block for bioactive heterocycles and advanced pharmaceutical intermediates.

Application

4-Bromo-2-fluoro-N-methylaniline serves as a valuable building block in medicinal chemistry, enabling the synthesis of fluorinated aromatic scaffolds via palladium-catalyzed cross-coupling reactions. Its ortho-fluoro and para-bromo substituents provide complementary reactivity for sequential functionalization, while the N-methyl group enhances metabolic stability and modulates electronic properties. The compound exhibits good bench stability and is compatible with standard reaction conditions, facilitating efficient access to complex heterocyclic systems and API intermediates.

Synthesis

Route1
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  213190-12-6
References
- Kanie, Kiyoshi; Mizuno, Katsuya; Kuroboshi, Manabu; Hiyama, Tamejiro Bulletin of the Chemical Society of Japan, 1998 , vol. 71, # 8 p. 1973 - 1991

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 12.03
LogP 2.6299
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Drug Discovery Cancer Polθ

Key Words

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4-Bromo-2-fluoro-N-methylaniline

CAS No. 213190-12-6

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