119481-59-3

Upstream product

• 358-23-6 trifluoromethylsulfonic anhydride 
• 2039-67-0 2-(3-methoxyphenyl)-1-ethanamine 
• 2039-54-5 2-(meta-methoxyphenyl)-ethylamine hydrochloride 

Downstream Products

• 1227829-62-0 C₁₂H₁₄F₃NO₅S 
• 119503-19-4 N-<2-<3-(2-quinolinylmethoxy)phenyl>ethyl>trifluoromethanesulfonamide 
• 119481-60-6 N-<2-(3-hydroxyphenyl)ethyl>trifluoromethanesulfonamide 

Relevant academic research and scientific papers

Oxalyl amide assisted palladium-catalyzed arylation of C(sp2)-H bond at the δ position

A successful protocol has been developed for δ-arylation of β-arylethamines at the ortho position under mild conditions. The newly developed methodology first presents broad substrate scope, great functional group tolerance, and good to excellent yield in the synthesis of substituted β-arylethylamines. The transformation represents a practical advantage of oxalyl amide in assistance with C-H functionalization at a remote position.

Weak coordinated nitrogen functionality enabled regioselective C-H alkynylationviaPd(ii)/mono-N-protected amino acid catalysis

The exploration of weak coordinated amine derivative enabled regioselective C-H functionalization remains challenging due to the elusive achievement of reactivity and selectivity simultaneously. Herein, regioselective C-H alkynylation of various readily transformable nitrogen functionalities was developed with great efficiency, with the assistance of the mono-N-protected amino acid (MPAA) ligandviaPd(ii) catalysis proceedingvia5, 6 and 7-membered palladacycle intermediates.

Pd(II)-catalyzed o-C-H acetoxylation of phenylalanine and ephedrine derivatives with MeCOOOtBu/Ac2O

Pd(II)-catalyzed ortho C-H acetoxylation of triflate protected phenethyl- and phenpropylamines has been achieved with tert-butyl peroxyacetate as the stoichiometric oxidant and either DMF or CH3CN as the promoter. The reaction was found to tolerate a large variety of functional groups and could be combined with subsequent intramolecular amination to afford functionalized indoline derivatives.

Pd(II)-catalyzed amination of C-H bonds using single-electron or two-electron oxidants

(Chemical Equation Presented) Pd(II)-catalyzed intramolecular amination of arenes is developed using either a one- or two-electron oxidant. The reaction protocol tolerates a wide range of deactivating groups including acetyl, cyano, and nitro groups. This catalytic reaction allows expedient syntheses of broadly useful substituted indolines or indoles.

Quinoline compounds as antiallergic and antiinflammatory agents

There are disclosed compounds of the formula STR1 wherein R1 is STR2 n is 0-5; R2 is hydrogen, loweralkyl, loweralkoxy, lower alkoxycarbonyl, trifluoromethyl, nitro, cyano or halo; R3 is hydrogen or loweralkyl; R4 hydrogen, lower alkyl, --COOR3 or STR3 R5 is lower alkyl, monofluoroloweralkyl, difluoroloweralkyl, polyfluoroloweralkyl, perfluoroloweralkyl or STR4 and the pharmaceutically acceptable salts thereof, and their use in the treatment of leukotriene-mediated naso-bronchial obstructive airpassageway conditions, such as allergic rhinitis, allergic bronchial asthma and the like, and as antiinflammatory agents.

N- and N- Sulfonamides: Potent Orally Active Leukotriene D4 Antagonists of Novel Structurs

Two series of compounds, N- sulfonamides and N- sulfonamides, were prepared as leukotriene D4 (LTD4) antagonists.In the phenyl series, N--trifluoromethanesulfonamide (Wy-48,252, 16) was the most potent inhibitor of LTD4-induced bronchoconstriction in the guinea pig.With an intragastric ID 50 of 0.1 mg/kg (2-h pretreatment), 16 was 300 times more potent than LY-171,883.Compound 16 also intragastrically inhibited ovalbumin-induced bronchoconstriction in the guinea pig with an ID 50 of 0.6mg/kg.In vitro against LTD4-induced contraction of isolated guinea pig trachea pretreated with indomethacin and L-cysteine, 16 produced a pKB value of 7.7.In the rat PMN assay 16 inhibited both 5-lipoxygenase and cyclooxygenase (IC 50's = 4.6 and 3.3 μM).In the naphthyl series, N-trifluoromethanesulfonamide (Wy-48,090, 47) in addition to potent LTD4 antagonist activity (on isolated guinea pig trachea 47 had a pKB value of 7.04) also had antiinflammatory activity (63percent inhibition at 50 mg/kg in the rat carrageenan paw edema assay and 34percent inhibition of TPA-induced inflammation at 1 mg/ear in the mouse ear edema model).Perhaps the antiinflammatory activity of 47 was due to its additional activity of inhibiting both 5-lipoxygenase and cyclooxygenase enzymes (IC 50's = 0.23 and 11.9 μM, respectively, in rat PMN).

2-(phenoxymethyl)-quinazolines as antiallergic and antiinflammatory agents

There are disclosed compounds of the formula STR1 wherein STR2 R2 is hydrogen, loweralkyl, loweralkoxy, lower alkoxycarbonyl, trifluoromethyl, nitro, cyano or halo; R3 is hydrogen or loweralkyl; R4 is hydrogen, lower alkyl, --COOR3 or STR3 R5 is lower alkyl, monofluoroloweralkyl, difluoroloweralkyl, polyfluoroloweralkyl, perfluoroloweralkyl or STR4 and the pharmaceutically acceptable salts thereof, and their use in the treatment of leukotriene-mediated naso-bronchial obstructive airpassageway conditions, such as allergic rhinitis, allergic bronchial asthma and the like, and as antiinflammatory agents.