Related Products of 53312-81-5, 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. 53312-81-5 name is 5-Amino-2-fluorobenzonitrile, This 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.
Ethyl 4-[ [(1 R)-2,2-difluoro- 1 -methyl-propyl] sulfamoyl] -3 -fluoro- 1 -methyl-pyrrole-2-carboxylate (150mg, 0.42 mmol) and 5-amino-2-fluorobenzonitrile (75.9 mg, 0.54 mmol) were dissolved in THF (5 mL). Lithium bis(trimethylsilyl)amide (1.67 mL, 1 M, 1.67 mmol) was added drop wise and the reaction mixture was stirred at room temperature for 30 minutes. The reaction mixture was quenched with sat. NH4C1 (aq;, 5 mL). The organic layer was removed and the aqueous layer extracted with CH2C12 (2 x 5 mL). The combined organic layers were evaporated to dryness andthe residue was purified by silica gel chromatography (ethyl acetate in heptane 0 to 100% and again with ethyl acetate in heptane 0 to 60%). The desired fractions were evaporated to dryness, the resulting residue was dissolved in refluxing isopropanol (7 mL) and sonicated to afford a suspension. The white solids were filtered and washed with isopropanol (1 mL) to afford compound 317 (115 mg) as off white powder. ?H NMR (400 MHz, DMSO-d6) oe ppm 1.07 (d,J6.8 Hz, 3 H), 1.58 (t, J19.1 Hz, 3 H), 3.45 – 3.61 (m, 1 H), 3.81 (s, 3 H), 7.48 – 7.54 (m, 1 H),7.54 (t, J9.2 Hz, 1 H), 7.96 (ddd, J9.2, 4.9, 2.6 Hz, 1 H), 8.04 – 8.37 (m, 1 H), 8.17 (dd, J=5.7, 2.6 Hz, 1 H), 10.32(br. s., 1 H). Method B: Rt: 0.98 minmlz: 431.1 (M-H)Exactmass: 432.1.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Amino-2-fluorobenzonitrile, and friends who are interested can also refer to it.
Reference:
Patent; JANSSEN R&D IRELAND; VANDYCK, Koen; HACHE, Geerwin, Yvonne, Paul; LAST, Stefaan, Julien; MC GOWAN, David, Craig; ROMBOUTS, Geert; VERSCHUEREN, Wim, Gaston; RABOISSON, Pierre, Jean-Marie, Bernard; WO2014/184350; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts