141940-36-5

Basic information

• Product Name: 2-(N-Boc-Amino)benzotrifluoride
• Synonyms: 2-(N-Boc-Amino)benzotrifluoride;tert-Butyl 2-(trifluoromethyl)phenylcarbamate
• CAS NO: 141940-36-5
• Molecular Formula: C₁₂H₁₄F₃NO₂
• Molecular Weight: 261.2402696
• Mol File: 141940-36-5.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 2-(N-Boc-Amino)benzotrifluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(N-Boc-Amino)benzotrifluoride(141940-36-5)
• EPA Substance Registry System: 2-(N-Boc-Amino)benzotrifluoride(141940-36-5)

Safety Data

• Hazardous Substances Data: 141940-36-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
2-(N-Boc-Amino)benzotrifluoride is utilized as a key intermediate in the synthesis of pharmaceuticals. Its Boc-protected amino group allows for selective reactions to occur at the benzene ring without affecting the amino functionality, which can be deprotected later in the synthesis process. 2-(N-Boc-Amino)benzotrifluoride contributes to the development of new drugs with improved therapeutic properties.
Used in Organic Chemistry:
In the field of organic chemistry, 2-(N-Boc-Amino)benzotrifluoride serves as a versatile building block for the synthesis of various organic compounds. Its stability and reactivity enable chemists to perform a wide range of reactions, including functional group transformations, cross-couplings, and condensation reactions, leading to the formation of complex organic molecules with diverse applications.
Used in Chemical Research:
2-(N-Boc-Amino)benzotrifluoride is also employed in chemical research as a high-performance compound for exploring novel reaction pathways and developing new synthetic methodologies. Its unique properties allow researchers to investigate the reactivity of the Boc-protected amino group and the trifluoromethyl substituent, providing insights into the underlying mechanisms and potential applications in organic synthesis.
Overall, 2-(N-Boc-Amino)benzotrifluoride is a valuable chemical entity with diverse applications in pharmaceutical synthesis, organic chemistry, and chemical research, driven by its high purity, stability, and reactivity.

Upstream product

• 865-47-4 potassium tert-butylate 
• 2285-12-3 o-trifluoromethyl-phenylisocyanate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 88-17-5 2-(trifluoromethyl)benzenamine 
• 36016-38-3 tert-Butyl N-hydroxycarbamate 
• 3422-01-3 tert-butyl phenylcarbamate 
• 2926-29-6 Langlois reagent 

Downstream Products

• 474088-42-1 (2-amino-3-trifluoromethyl-phenyl)-(5-chloro-2-methoxy-phenyl)-methanone 
• 474088-47-6 2-chloro-N-[2-(5-chloro-2-methoxy-benzoyl)-6-trifluoromethyl-phenyl]-acetamide 
• 221112-73-8 3-Amino-4-(5-chloro-2-methoxyphenyl)-8-(trifluoromethyl)quinolin-2(1H)-one 
• 343-69-1 6-(Trifluoromethyl)-1H-indol-2,3-dione 
• 1057720-29-2 tert-butyl N-[2-bromo-6-(trifluoromethyl)phenyl]carbamate 

Relevant articles and documents

Photoredox-Catalyst-Enabled para-Selective Trifluoromethylation of tert-Butyl Arylcarbamates

The direct incorporation of a trifluoromethyl group on an aromatic ring using a radical pathway has been extensively investigated. However, the direct highly para-selective C?H trifluoromethylation of a class of arenes has not been achieved. In this study, we report a light-promoted 4,5-dichlorofluorescein (DCFS)-enabled para-selective C?H trifluoromethylation of arylcarbamates using Langlois reagent. The preliminary mechanistic study revealed that the activated organic photocatalyst coordinated with the arylcarbamate led to para-selective C?H trifluoromethylation. Ten-gram scale reaction performs well highlighting the synthetic importance of this new protocol.

Visible-light-induced Pd-catalyzed: Ortho -trifluoromethylation of acetanilides with CF3SO2Na under ambient conditions in the absence of an external photocatalyst

A visible-light-induced Pd-catalyzed ortho-trifluoromethylation of acetanilides with CF3SO2Na was developed. The reaction proceeded smoothly at room temperature in air without any external photocatalyst or additive, providing the desired products in moderate to good yields with good functional group tolerance and regioselectivity.

Base-Mediated Intramolecular Decarboxylative Synthesis of Alkylamines from Alkanoyloxycarbamates

A general and effective method for the synthesis of alkylamine via intramolecular decarboxylation of alkanoyloxycarbamates is described. The alkanoyloxycarbamates are readily prepared with alkyl carboxylic acids and hydroxylamine. The reaction shows a broad range of substrates (primary and secondary alkyl) with functional tolerance, and the corresponding products were obtained in good yields under mild conditions.

Palladium-Catalyzed Decarboxylative Synthesis of Arylamines

A novel approach has been developed for the synthesis of arylamines via the palladium-catalyzed intramolecular decarboxylative coupling (IDC) of aroyloxycarbamates, obtained in situ by reacting aryl carboxylic acids with hydroxycarbamates. The reaction offers facile access to structurally diverse arylamines with the site-specific formation of the C(sp2)-N bond under mild conditions.

Nucleus- and side-chain fluorinated 3-substituted indoles by a suitable combination of organometallic and radical chemistry

Regioselectively fluoro-, trifluoromethyl- and trifluoromethoxy-substituted 3-methyleneindolines have been prepared using a four-step procedure involving metalation/bromination of fluorinated Boc-protected anilines, N-propargylation of the resulting o-bro

Pyrrolo(oxo)quinolines as 5HT ligands

The present application provides pyrrolo(oxo)isoquinolines as modulators of serotonin receptors, pharmaceutical compositions containing such modulators and methods for treating various diseases, conditions and disorders associated with modulation of serot