Category: 80194-68-9

Adding a certain compound to certain chemical reactions, such as: 80194-68-9, 3-Chloro-5-(trifluoromethyl)picolinic acid, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, HPLC of Formula: C7H3ClF3NO2, blongs to pyridine-derivatives compound. HPLC of Formula: C7H3ClF3NO2

3-Chloro-5-(trifluoromethyl)picolinic acid (72.3 mg, 320 mupiiotaomicron) was suspended in dichloromethane (5 mL), the suspension was cooled to 0-5C (ice bath) and oxalyl chloride (56.9 mg, 39.3 mu, 448 muiotaetaomicron) as well as dimethylformamide (0.308 M in toluene, 51.9 mu, 16 muiotaetaomicron) were added. The mixture was stirred for 2 h at room temperature. Then, it was concentrated in vacuo (40C, 5 mbar) and dried azeotropically by two cycles of addition of toluene (3 mL) followed by concentration in vacuo to afford 3-chloro-5-(trifluoromethyl)picolinoyl chloride as yellow oil (78 mg, quant.). After that, tert-butyl ((3aS,4R,8R)-4-(5-amino-2-fluorophenyl)-4,7,7- trimethyl-8-oxido-3,3a,4,7-tetrahydro-2H-isothiazolo[l,5-a] [l,4]thiazin-6-yl)carbamate (Int- 16ABp, 80 mg, 188 muiotaetaomicron) was dissolved in dichloromethane (5 mL), the solution cooled to 10C and N,N-diisopropylethylamine (36.5 mg, 49.4 mu, 283 muiotaetaomicron) was added, followed by a solution of 3-chloro-5-(trifluoromethyl)picolinoyl chloride (vide supra, 62 mg, 256 muiotaetaomicron) in dichloro- methane (4 mL). The reaction mixture was stirred for 15 min at 10C. Then, methanol (2 mL) was added, the mixture was stirred for 5 min at room temperature and concentrated in vacuo. The crude was purified by column chromatography (silica gel, 12 g, eluting with ethyl acetate / n-heptane, gradient 25:75 to 100:0) to yield, after drying in vacuo (40C, 5 mbar), the title compound as an off-white solid (100 mg, 84% yield). HPLC (method LCMS_fglm) tR = 1.35 min. MS (ES+) m/z 632.5 [M+H] .

The synthetic route of 80194-68-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; DOLENTE, Cosimo; GUBA, Wolfgang; HAAP, Wolfgang; OBST SANDER, Ulrike; VIFIAN, Walter; WOLTERING, Thomas; (89 pag.)WO2017/25491; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 80194-68-9, Adding some certain compound to certain chemical reactions, such as: 80194-68-9, name is 3-Chloro-5-(trifluoromethyl)picolinic acid,molecular formula is C7H3ClF3NO2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 80194-68-9.

To a stirred solution of C-(4-cyclopropylmethanesulfonyl1-1-cyclopropylmethyl-cyclohexyl)-methylamine (64 mg; 0.224 mmol) in DCM (1 ml) were added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide methiodide (100 mg; 0.336 mmol), 1-hydroxybenzotriazole hydrate (5 mg; 0.0336 mmol), and 3-chloro-5-trifluoromethyl)pyridine-2-carboxylic acid (65 mg; 0.288 mmol). The mixture was stirred for 20 hours. Water (5 ml) and DCM (5 ml) were added and the mixture was stirred vigorously for 5 minutes then passed through a PTFE separation frit. The organic phase was collected and evaporated in vacuo. The residue was dissolved in MeOH and passed through a Si-carbonate cartridge, eluding with MeOH. The filtrate was evaporated in vacuo to give an oil. The crude product was purified by prep. TLC eluted with 50% EtOAc in hexane to give a colourless oil. The oil was crystallized from EtOAC using hexane to give a white solid (57 mg). 1H NMR (400 MHz, CDCl3): delta 8.72 (1H, s), 8.07 (1H, s), 7.80 (1H, t, J 6.5), 3.60 (2H, d, J 6.6), 2.94-2.88 (3H, m), 2.09-2.05 (2H, m), 2.00-1.86 (4H, m), 1.41-1.35 (2H, m), 1.26-1.16 (3H, m), 0.78-0.70 (3H, m), 0.56-0.52 (2H, m), 0.44-0.40 (2H, m), 0.09-0.07 (2H, m). MS (m/e)=493.

According to the analysis of related databases, 80194-68-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Blackaby, Wesley Peter; Castro Pineiro, Jose Luis; Lewis, Richard Thomas; Naylor, Elizabeth Mary; Street, Leslie Joseph; US2006/276655; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 80194-68-9, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 80194-68-9, name is 3-Chloro-5-(trifluoromethyl)picolinic acid. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: General procedure for preparing intermediates 3. As shown in scheme 1, to a solution of 3-chloro-5-(trifluoromethyl)picolinicacid 1 (0.5 g, 2.22 mmol) in 5 mL ofacetonitrile, pyridine (0.7 g, 8.87 mmol) and methanesulphonyl chloride (0.51 g,4.43 mmol) was slowly added at -5 0C, and was left to stir at -5 0Cfor 10 min. The corresponding substituted 2-amino-benzoic acid (2.22 mmol) wasadded and left to stir for further 10 min. Pyridine (0.7 g, 8.87 mmol) and methanesulphonylchloride (0.51 g, 4.43 mmol) were slowly added again below 0 0C. Theresulting mixture was stirred at room temperature for 10 h and monitored byTLC. After the completion of reaction above, water (5 mL) was added to themixture to afford a crystalline solid (intermediate 3) via filter and recrystallization from ethanol.

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 80194-68-9, 3-Chloro-5-(trifluoromethyl)picolinic acid.

Reference:
Article; Luo, Dexia; Guo, Shengxin; He, Feng; Wang, Heying; Xu, Fangzhou; Dai, Ali; Zhang, Renfeng; Wu, Jian; Bioorganic and Medicinal Chemistry Letters; vol. 30; 3; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem