1150561-03-7

Basic information

• Product Name: N-[2-(trifluoroacetyl)phenyl]-2,2-dimethylpropionamide
• Synonyms: N-[2-(trifluoroacetyl)phenyl]-2,2-dimethylpropionamide
• CAS NO: 1150561-03-7
• Molecular Weight: 273.255
• Mol File: 1150561-03-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: N-[2-(trifluoroacetyl)phenyl]-2,2-dimethylpropionamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[2-(trifluoroacetyl)phenyl]-2,2-dimethylpropionamide(1150561-03-7)
• EPA Substance Registry System: N-[2-(trifluoroacetyl)phenyl]-2,2-dimethylpropionamide(1150561-03-7)

Safety Data

• Hazardous Substances Data: 1150561-03-7(Hazardous Substances Data)

Upstream product

• 3282-30-2 pivaloyl chloride 
• 95-51-2 o-chloroaniline 
• 1547-87-1 N,N-dimethyl-2,2,2-trifluoroacetamide 
• 62662-74-2 N-(2-chlorophenyl)-2,2,2-trimethylacetamide 
• 6625-74-7 N-pivaloylaniline 
• 407-25-0 trifluoroacetic anhydride 
• 383-63-1 ethyl trifluoroacetate, 

Downstream Products

• 1150560-99-8 C₂₁H₂₁F₃N₂O₂ 
• 351002-89-6 1-(2-amino-5-phenyl)-2,2,2-trifluoroethanone 
• 1236147-88-8 ethyl 4,4,4-trifluoro-3-[2-(2,2-dimethylpropionylamino)phenyl]-2-methylbut-2-enoate 
• 181190-33-0 N-(4-chloro-2-(2,2,2-trifluoroacetyl)phenyl)pivalamide 

Relevant articles and documents

Trifluoromethyl-promoted homocamptothecins: Synthesis and biological activity

The homocamptothecin (hCPT) represents a new class of topoisomerase inhibitor which combines enhanced plasma stability and strong antitumor activity. Fluorine imparts desirable characteristics to drugs by modulating both the pharmacokinetics and pharmacodynamic properties of a drug. Therefore, in an attempt to improve the antitumor activity of homocamptothecins, seven new 7-trifluoromethylated homocamptothecin derivatives were prepared by proline-catalyzed Friedlander annulation. The antitumor activity in vitro and in vivo on cancer cell lines, and inhibitory properties of topoisomerase I-mediated DNA cleavage of compounds 6c and 8b were evaluated. Several of these trifluoromethylated hCPT derivatives (such as 6a, 6b and 6c) possessed higher in vitro antitumor activity than topotecan (TPT). Especially, the compound 6c showed effective in vivo antitumor activity comparable to that of TPT.

Phosphine-Catalyzed Intermolecular Annulations of Fluorinated ortho-Aminophenones with Alkynones – The Switchable [4+2] or [4+2]/[3+2] Cycloaddition

A phosphine-catalyzed intermolecular annulation reaction of functionalized ortho-aminoacetophenones with alkynones has been disclosed in this paper. A variety of 2-alkynylquinolines and benzo-fused indolizine were selectively afforded in moderate to good yields at different reaction temperatures and with different phosphine catalysts via the in situ generated zwitterionic intermediate derived from alkynone and phosphine. (Figure presented.).

NHC-Cu(I)-Catalyzed Friedl?nder-Type Annulation of Fluorinated o-Aminophenones with Alkynes on Water: Competitive Base-Catalyzed Dibenzo[b,f][1,5]diazocine Formation

An efficient, easily scalable synthesis of 4-trifluoromethylquinolines and naphthydrines (as well as their difluoro- and perfluoro-analogues) as a result of tandem direct catalytic alkynylation/dehydrative condensation of o-aminofluoromethylketones (o-FMKs), for the first time catalyzed by NHC-copper(I) complexes on water, is reported. A wide range of terminal alkynes is tolerated under the reaction conditions, including β-lactam-, steroid-, and sugar-derived ones, leading to desired quinolines and naphthydrines with good yields. Further investigations proved that o-FMKs could be efficiently transformed into a rare class of heterocyclic compounds - dibenzo[b,f][1,5]diazocines - by a base-catalyzed condensation, also on water. The developed method was applied for gram-scale synthesis of a fluorinated analogue of G protein-coupled receptor antagonist (GPR91).