253668-35-8

Basic information

• Product Name: PropanaMide, N - [4 - fluoro - 2 - (2,2,2 - trifluoroacetyl)phenyl] - 2,2 - diMethyl
• Synonyms: PropanaMide, N - [4 - fluoro - 2 - (2,2,2 - trifluoroacetyl)phenyl] - 2,2 - diMethyl
• CAS NO: 253668-35-8
• Molecular Formula: C₁₃H₁₃F₄NO₂
• Molecular Weight: 291.24
• Mol File: 253668-35-8.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: PropanaMide, N - [4 - fluoro - 2 - (2,2,2 - trifluoroacetyl)phenyl] - 2,2 - diMethyl(CAS DataBase Reference)
• NIST Chemistry Reference: PropanaMide, N - [4 - fluoro - 2 - (2,2,2 - trifluoroacetyl)phenyl] - 2,2 - diMethyl(253668-35-8)
• EPA Substance Registry System: PropanaMide, N - [4 - fluoro - 2 - (2,2,2 - trifluoroacetyl)phenyl] - 2,2 - diMethyl(253668-35-8)

Safety Data

• Hazardous Substances Data: 253668-35-8(Hazardous Substances Data)

Upstream product

• 3282-30-2 pivaloyl chloride 
• 371-40-4 4-fluoroaniline 
• 383-63-1 ethyl trifluoroacetate, 
• 114995-47-0 N-(4-Fluorophenyl)-2,2-dimethylpropanamide 

Downstream Products

• 1236147-95-7 ethyl 3-[5-fluoro-2-(2,2-dimethylpropionylamino)phenyl]-4,4,4-trifluoro-2-methylbut-2-enoate 
• 214288-07-0 1-(2-amino-5-fluorophenyl)-2,2,2-trifluoroethanone 

Relevant articles and documents

Benzylidene succinimides as 3C synthons for the asymmetric tandem Mannich reaction/transamidation of cyclic trifluoromethyl ketimines to obtain F3C-containing polycyclic dihydroquinazolinones

By taking advantage of benzylidene succinimides as a new class of 3C synthons, a highly diastereo- and enantioselective tandem Mannich reaction/transamidation has been established by reacting them with cyclic trifluoromethylN-acyl ketimines. Using aCinchonaalkaloid-derived squaramide as the catalyst, the tandem reaction proceeded smoothly under mild conditions and afforded a range of F3C-containing chiral polycyclic dihydroquinazolinones with excellent results (up to 99% yield, all cases >20?:?1 dr, up to 99% ee).

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).

Synthesis and evaluation of analogs of Efavirenz (SUSTIVA(TM)) as HIV-1 reverse transcriptase inhibitors

Efavirenz (SUSTIVA(TM)) is a potent non-nucleoside reverse transcriptase inhibitor. Due to the observation of breakthrough mutations of the reverse transcriptase enzyme during Efavirenz therapy, we sought to develop an optimized second generation series. To that end, SAR of the substituents on the aromatic ring was undertaken and the results are summarized here. The 5,6-difluoro (4f) and the 6-methoxy (4m) substituted benzoxazinones were determined to be equipotent, and as a result such substitution patterns will be incorporated in second generation scaffolds.