81740-18-3

Basic information

• Product Name: 1-N-BOC-3-FLUORO-ANILINE
• Synonyms: Carbamic acid, N-(3-fluorophenyl)-, 1,1-dimethylethyl ester;3-Fluoroaniline, N-BOC protected;N-(tert-butyloxycarbonyl)-Meta-fluoroaniline;N-(tert-Butoxycarbonyl)-3-fluoroaniline;N-Boc-3-fluoroaniline
• CAS NO: 81740-18-3
• Molecular Formula: C₁₁H₁₄FNO₂
• Molecular Weight: 211.235
• Mol File: 81740-18-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 123-124℃
• Boiling Point: 231.6°C at 760 mmHg
• Flash Point: 93.9°C
• Appearance: /
• Density: 1.156g/cm³
• Vapor Pressure: 0.0619mmHg at 25°C
• Refractive Index: 1.526
• Storage Temp.: 2-8°C
• PKA: 13.08±0.70(Predicted)
• CAS DataBase Reference: 1-N-BOC-3-FLUORO-ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-N-BOC-3-FLUORO-ANILINE(81740-18-3)
• EPA Substance Registry System: 1-N-BOC-3-FLUORO-ANILINE(81740-18-3)

Safety Data

• Hazardous Substances Data: 81740-18-3(Hazardous Substances Data)

Usage

Description

1-N-BOC-3-FLUORO-ANILINE, with the molecular formula C14H18FN2O2, is a chemical compound derived from aniline. It features a fluorine atom and a BOC (tert-butyloxycarbonyl) protecting group, which contribute to its utility in various organic syntheses. 1-N-BOC-3-FLUORO-ANILINE serves as a building block for the creation of a range of organic molecules and is particularly valuable as an intermediate in the pharmaceutical industry for the synthesis of active pharmaceutical ingredients. Its unique chemical properties and reactions make it a versatile reagent with applications spanning medicinal chemistry, agrochemicals, and materials science.

Uses

Used in Pharmaceutical Industry:
1-N-BOC-3-FLUORO-ANILINE is used as an intermediate for the synthesis of active pharmaceutical ingredients, leveraging its unique structure to contribute to the development of new medications.
Used in Organic Synthesis:
As a building block in organic synthesis, 1-N-BOC-3-FLUORO-ANILINE is utilized for the creation of a variety of organic molecules, taking advantage of its fluorine atom and BOC protecting group to facilitate specific chemical reactions and molecular constructions.
Used in Medicinal Chemistry:
1-N-BOC-3-FLUORO-ANILINE is employed as a versatile reagent in medicinal chemistry, where its unique chemical properties are harnessed to advance the discovery and design of novel therapeutic agents.
Used in Agrochemicals:
In the agrochemical industry, 1-N-BOC-3-FLUORO-ANILINE is used to develop new compounds for agricultural applications, potentially enhancing crop protection and productivity through its incorporation into innovative chemical formulations.
Used in Materials Science:
1-N-BOC-3-FLUORO-ANILINE also finds use in materials science, where its properties may contribute to the development of new materials with specialized characteristics, such as improved stability or reactivity in various applications.

InChI:InChI=1/C11H14FNO2/c1-11(2,3)15-10(14)13-9-6-4-5-8(12)7-9/h4-7H,1-3H3,(H,13,14)

Upstream product

• 372-19-0 meta-fluoroaniline 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 329217-19-8 N-(tert-butoxycarbonyl)-3-fluoro-2-thiophenylaniline 
• 1351593-82-2 6-(3,5-dimethoxy-4-propoxybenzyl)-3-ethyloxazolo[4,5-H]isoquinolin-2(3H)-one 
• 1351593-84-4 6-(3,5-dimethoxy-4-propoxybenzoyl)-3-ethyloxazolo[4,5-H]isoquinolin-2(3H)-one 
• 258864-18-5 3-fluoro-5-morpholinoaniline 
• 5215-27-0 N-(3-fluorophenyl)-2-phenylacetamide 
• 1057720-44-1 tert-butyl N-(2-bromo-5-fluorophenyl)-N-(prop-2-ynyl)carbamate 
• 861931-75-1 tert-butyl N-(2-bromo-5-fluorophenyl)carbamate 

Relevant articles and documents

Ligand-Promoted Meta-C-H Arylation of Anilines, Phenols, and Heterocycles

Here we report the development of a versatile 3-acetylamino-2-hydroxypyridine class of ligands that promote meta-C-H arylation of anilines, heterocyclic aromatic amines, phenols, and 2-benzyl heterocycles using norbornene as a transient mediator. More than 120 examples are presented, demonstrating this ligand scaffold enables a wide substrate and coupling partner scope. Meta-C-H arylation with heterocyclic aryl iodides as coupling partners is also realized for the first time using this ligand. The utility for this transformation for drug discovery is showcased by allowing the meta-C-H arylation of a lenalidomide derivative. The first steps toward a silver-free protocol for this reaction are also demonstrated.

MULTIPLE D2 A(NTA)GONISTS/H3 ANTAGONISTS FOR TREATMENT OF CNS-RELATED DISORDERS

The present invention relates to compounds compound according to Formula (III); and pharmaceutically acceptable salts, hydrates and solvates thereof. These compounds have D2receptor antagonist/(partial) agonist effects and H3antagonistic effects, pharmaceutical compositions thereof, and methods of using them for application in the prophylaxis or treatment of CNS disorders.

Comparative catalytic C-H vs. C-Si activation of arenes with Pd complexes directed by urea or amide groups

Analysis of regiocontrol in Pd-catalysed C-H activation leads to observations of aryltrimethylsilyl activation and to superior results with urea-based substrates.