New learning discoveries about (5-(Trifluoromethyl)pyridin-2-yl)methanamine

According to the analysis of related databases, 164341-39-3, the application of this compound in the production field has become more and more popular.

Synthetic Route of 164341-39-3, Adding some certain compound to certain chemical reactions, such as: 164341-39-3, name is (5-(Trifluoromethyl)pyridin-2-yl)methanamine,molecular formula is C7H7F3N2, 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 164341-39-3.

To a solution of triphosgene (0.07 g, 0.37 mol eq) in anh. CH2C12 (10 mL) was slowly added the amine If (0.2g, 1 mmol) solubilized in CH2C12 (10 mL) and DIEA (2.2 mol eq, 0.4 mL). After the addition was completed, the reaction mixture was stirred at room temp, for 15 min. Then the [5-(trifluoromethyl)-2- pyridyljmethanamine (1 mol eq, 0.18g) solubilized in CH2C12 (10 mL) and DIEA (2.2 mol eq, 0.4 mL) was added in one portion. The mixture obtained was stirred at room temp, for 12 h. The solvent was removed at reduced pressure, water was added and the mixture was extracted with EtOAc (3×20 mL). The recombined organic phases were anhydrified over sodium sulfate and evaporated to dryness. The residue was purified by crystallization from EtOAc to obtain the product as yellow solid (0.132g, 37% Yield). 1HNMR (DMSO, 400 MHz) delta 4.47 (d, 2H, J=6), 4.63 (s, 2H), 6.46 (dd, 1H, J=2), 6.80 (t, 1H, J=8), 7.57m, 2H), 7.72 (dd, 1H, J=2), 8.18 (dd, 1H, J=2), 8.22 (s, 1H), 8.90 (m, 1H), 10.66 (s, 1H). [M+1] 366.94 (C16H13F3N4O3 requires 366.29).

According to the analysis of related databases, 164341-39-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMESTE S.R.L.; NAPOLETANO, Mauro; TREVISANI, Marcello; PAVANI, Maria Giovanna; FRUTTAROLO, Francesca; WO2011/120604; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 164341-39-3

At the same time, in my other blogs, there are other synthetic methods of this type of compound,164341-39-3, (5-(Trifluoromethyl)pyridin-2-yl)methanamine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 164341-39-3, (5-(Trifluoromethyl)pyridin-2-yl)methanamine, 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, Product Details of 164341-39-3, blongs to pyridine-derivatives compound. Product Details of 164341-39-3

A mixture of the product of Example 18A (70 mg, 0.223 mmol), (5-(trifluoromethyl)pyridin-2-yl)methanamine (47.2 mg, 0.27 mmol), N-[(dimethylamino)-1H-1 ,2,3-triazolo- [4,5 -bj pyridin- 1 -ylmethylenel -N-methylmethanaminium hexafluorophosphate Noxide (HATU, 102 mg, 0.27 mmol), and triethylamine (0.062 mL, 0.45 mmol) in tetrahydrofuran (3 mL) was stirred for 16 hours. The reaction mixture was treated with water and brine and extracted with ethyl acetate. The combined organic layers were concentratedunder reduced pressure, and the residue was purified by reverse-phase HPLC performed on a Phenomenex Zorbax Rx-C18 column (250 x 21.2 mm, 7 im particle size) using a gradient of 10% to 95% acetonitrile/0.1% aqueous trifluoroacetic acid over 30 minutes at a flow rate of 18 mL/minute to provide the title compound (38.0 mg, 0.08 1 mmol, 36% yield). ?H NMR (501MHz, DMSO-d6) 5 ppm 8.89 (dt, J = 1.9, 1.0 Hz, 1H), 8.73 (s, 1H), 8.52 (t, J = 6.0 Hz, 1H),8.23-8.11 (m, 1H), 7.57-7.39 (m, 2H), 7.08 (dd, J = 11.4, 2.9 Hz, 1H), 6.86 (ddd, J = 9.0,2.9, 1.2 Hz, 1H), 4.48 (s, 2H), 4.43 (d, J = 6.0 Hz, 2H), 2.24 (s, 6H); MS (ESI) m/z 472.1 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,164341-39-3, (5-(Trifluoromethyl)pyridin-2-yl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; CALICO LIFE SCIENCES; ABBVIE, INC.; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina; FROST, Jennifer, M.; BLACK, Lawrence, A.; XU, Xiangdong; SWEIS, Ramzi, Farah; SHI, Lei; ZHANG, Qinwei, I; TONG, Yunsong; HUTCHINS, Charles, W.; CHUNG, Seungwon; DART, Michael, J.; (190 pag.)WO2017/193041; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem