Electric Literature of 446292-08-6, 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. 446292-08-6 name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, 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.
25 g (0.012 mol) of 2-({(5S)-2-Oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1 ,3-oxazolidin- 5-yl}methyl)-1 H-isoindole-1 ,3(2H)-dione (II), 1 1.2 mL of methylamine (40% aqueous solution, 0.058 mol) and 125 mL of methanol were charged in a 500 mL flask. Then, the reaction mass was heated to reflux for 1 hour and concentrated under reduced pressure. The crude product was slurried in 125 mL of toluene and 16.5 mL of triethylamine were added to the reaction mass at 25 C. Afterwards, 17.81 g (0.098 mol) of 5-chlorothiophene-2-carbonyl chloride in 100 mL of toluene were added dropwise and the reaction mass was stirred for 1 hour at 25 C. At this stage, the reaction mass was heated at 50 C for 1 hour and 75 ml of water was added at the same temperature. Finally, the resulting product was filtered off, washed with water and dried under vacuum at 50 C.Yield: 15 g. Molar yield: 52.63%. HPLC purity 81.82%
At the same time, in my other blogs, there are other synthetic methods of this type of compound, (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, and friends who are interested can also refer to it.
Reference:
Patent; LABORATORIOS LESVI, S. L.; VISHNU NEWADKAR, Ravindranath; CHANGDEO GAIKWAD, Avinash; MADHUKAR HARAD, Ajay; DALMASES BARJOAN, Pere; WO2013/53739; (2013); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem