Related Products of 446292-08-6,Some common heterocyclic compound, 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, molecular formula is C22H19N3O6, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
20.0 g (23.80 mmol) of (5)-2-({2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-l,3- oxazolidin-5-yl}methyl)-lH-isoindole-l,3(2H)-dione (compound III, obtained from compound II following the process disclosed in the ‘823 patent) were suspended in 600 mL of acetonitrile and cooled to 0 C. A solution of 3.6 g (7.20 mmol) of sodium sulfide in 60 mL of water was added dropwise to the suspension over 1 hour. The reaction mixture was then stirred for 30 minutes between 5-10 C. The pH was adjusted to 7 using 1.5 M hydrochloric acid solution whilst maintaining the temperature at 5-10 C. The mixture was filtered and 40.0 g of sodium chloride were added to the filtrate. The aqueous phase was collected and kept aside. The organic phase and the solid obtained from the filtration were loaded into the reactor and cooled to 0 C. A solution of 3.6 g (7.20 mmol) of sodium sulfide in 60 mL of water was added dropwise to the suspension over 1 hour. The reaction mixture was then stirred for 30 minutes between 5-10 C. The pH was adjusted to 7 using 1.5 M hydrochloric acid solution whilst maintaining the temperature at 5-10 C. The mixture was filtered and 40.0 g of sodium chloride were added to the filtrate. The aqueous phase was collected and combined with the previous one which was kept aside. The combined aqueous phase was cooled to 0 C. The pH was adjusted to 4-5 using 1.5 M hydrochloric acid solution whilst maintaining the temperature at 5-10 C. 40.0 g of sodium chloride were added and the solution was extracted twice with 600 mL of acetonitrile. The combined organic phases were dried with 60 g of anhydrous sodium sulfate, filtered and concentrated under vacuum without exceeded 38 C . 1 1 .0 g of (5)-2-[({2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-l,3- oxazolidin-5-yl}methyl)carbamoyl]benzoic acid (compound V) were obtained as a pale yellow foam-like solid. Yield: 56.0 %. HPLC chromatographic purity: 95.29% (% area).
The synthetic route of 446292-08-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; MEDICHEM S.A.; MANGION, Bernardino; DURAN LOPEZ, Ernesto; WO2012/35057; (2012); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem