Synthetic Route of 3144-09-0, 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. 3144-09-0 name is Methylsulfonamide, 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.
8.4 g (0.02 mol) of 2-{4-[N-(5,6-diphenylpyrazin-2-yl)-N-isopropylamino] butyloxy} acetic acid and 60 mL of dichloromethane were added into a 100 mL flask and cooled to 5 C., 3.8 g (0.03 mol) of oxalyl chloride was added dropwise, then reacted at room temperature for 2 hours, the solvent was concentrated to dryness, 50 mL of acetonitrile was added to dissolve, and the X4 solution was obtained as a stand-by. (0077) 2.85 g of methanesulfonamide, 20 mL of acetonitrile and 3 g of triethylamine were added into another flask and cooled to 10 C., the X4 solution obtained above was added dropwise, then reacted at this temperature for 5 hours, until the reaction was completed. (0078) The finished reaction solution was poured into 100 mL of ice water, the mixture was extracted with ethyl acetate, the solvent of the organic phase was concentrated to dry, the residue was recrystallized with ethanol, and 8.8 g off-white crystals of NS-304 was obtained, the molar yield was 88%, HPLC purity was 99.5%. (0079) 1H-NMR data: 1H-NMR (400 MHz, CDCl3) delta: 8.19 (s, 1H), 7.44 (m, 2H), 7.35 (m, 2H), 7.30-7.21 (m, 6H), 3.97 (s, 2H), 3.59 (t, J=6.0 Hz, 2H), 3.45 (t, J=6.8 Hz, 2H), 3.29 (s, 3H), 1.75-1.70 (m, 4H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methylsulfonamide, and friends who are interested can also refer to it.
Reference:
Patent; Seasons Biotechnology (Taizhou) Co., Ltd.; TANG, Fanghui; MA, Chi; JIA, Qiang; (11 pag.)US2018/29998; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics