While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 145100-50-1, 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide.
Related Products of 145100-50-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 145100-50-1, name is 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide, molecular formula is C7H4F6N2O4S2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
At -78C, a solution of tert-butyl 4-oxo-3 ,4-dihydro-2//-spiro[naphthalene- 1 ,4′- piperidine]-l’-carboxylate (Al) (2.66g, 8.44 mmol) in THF (30 ml) was added dropwise to a solution of lithium bis(trimethylsilyl) amide (1.0M in hexane, 10.5 ml, 10.5 mmol) in THF (20 ml). After 30 min at -78C, 2-(N,N-bis(trifluoromethylsulfonyl)amino)-pyridine (3.77g, 10.5 mmol) was added and the reaction mixture was slowly warmed to 00C (ca. 2h), poured into ice, extracted with ether, and purified by flash chromatography on silica gel(hexane/dichloromethane 8:2) to give tert-butyl 4-(trifluoromethylsulfonyloxy)-2H- spiro[naphthalene-l,4′-piperidine]-l’-carboxylate (A2). LC-MS: m/e = 391.9 (M + H – C(CH3)3). Rt= 4.19 min. 1H-NMR (500MHz, DMSO-d6): 7.50 (d, IH)3 7.40 (t, IH), 7.30 (t, IH), 6.16 (t, IH), 3.83 (br.d, 2H), 3.05 (br. s, 2H), 2.67 (d, 2H), 1.72 – 1.67 (m, 4H), 1.41 (s, 9H). [00147] A mixture of the triflate (A2) (447 mg, lmmol), sodium cyanide (lOOmg, 2 mmol), copper (I) iodide (19 mg, 0.1 mmol) and tetrakis(triphenylphosphine)palladium(0) (58 mg, 0.05 mmol) in acetonitrile (10 ml) was degassed and heated under reflux under nitrogen for 4h. After concentration, the residue was directly purified by flash chromatography (hexane/EtOAc 8:2) to give tert-butyl 4-cyano-2H-spiro[naphthalene-l,4′-piperidine]-r-carboxylate (A3) (300 mg). LC-MS: m/e = 269.0 (M + H – C(CH3)3. 3.75 min. 1H-NMR (500MHz5 DMSOd6): 7.49 (d, 1 H), 7.42 – 7.36 (m, 3H), 7.09 (t, IH), 3.81 (br. d, 2 H), 3.03 (br. s, 2H), 2.67 (d, 2H), 1.70 (td, 2H), 1.62 (d, 2H), 1.41 (s, 9H),[00148] A solution of the m’trile (A3) (300 mg) in dichloromethane (3 ml) was treated with TFA (1 ml) for 1 hour, concentrated, co-evaporated with acetonitrile and dissolved in dichloromethane (ca. 100ml). The resulting solution was washed with a mixture of brine (ca. 20 ml) and 6N NaOH (2 ml), dried over Na2SO4, and concentrated to give 2H-spiro[naphthalene- l,4′-piperidine]-4-carbonitrile (A4) as a white solid. LC-MS: m/e = 225.2 (M + H). R,= 1.53 min.
While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 145100-50-1, 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide.
Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/5295; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem