Some tips on 2346-26-1

2346-26-1 Oxazolidine-2,4-dione 97389, aoxazolidine compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2346-26-1,Oxazolidine-2,4-dione,as a common compound, the synthetic route is as follows.

EXAMPLE 23; 4-r4-(2,4-Dioxo-oxazolidin-5-ylidenemethyl)-2-methoxy-phenoxy1-naphthalene-1- carbon itrileTo a mixture of oxazolidine-2,4-dione (50.5 mg, 0.50 mmol), LiCI (128 mg, 3.0 mmol) and anhydrous THF (5.0 mL) cooled to -78 0C was added dropwise 1.7 M tert-butyllithium solution in pentane (0.616 mL, 1.05 mmol). After stirring at -78 0C for 20 minutes, the reaction mixture was warmed to 0 0C for 5 minutes. The mixture was recooled to -78 0C and a solution of 4-(4-formyl-2-methoxy-phenoxy)-naphthalene-1 – carbonitrile (Example 19a) was added dropwise. After stirring at -78 0C for 15 minutes, 1 N HCI (1.05 ml_, 1.05 mol) was added dropwise. The reaction mixture was allowed to warm up to room temperature. After evaporation of most of the solvent, p- toluenesulfonic acid monohydrate (85 mg, 0.5 mmol) and toluene (25 ml_) were added. The mixture was heated to reflux with a Dean-Stark trap for 5 hours. After removal of solvent, the residue was taken up with a mixture of DMF and methanol and purified on a preparative HPLC [Waters XTerra Prep MS C8 OBD Column (5 mum, 30 x 50 mm) using a gradient mixture of 0.1 % aqueous TFA and acetonitrile]. 1H NMR (400 Hz, DMSO-c/e) delta 12.45 (s, 1 H), 8.43 (d, 1 H), 8.16 (s, 1 H), 8.11 (d, 1 H), 8.00 (d, 1 H), 7.88 (t, 1 H), 7.77 (t, 1 H), 7.65 (d, 1 H), 7.32 (d, 1 H), 7.09 (s, 1 H), 6.63 (d, 1 H), 3.73 (s, 3H); LC/MS (m/z) [M+1]+ 386.9 (calculated for C22Hi4N2O5, 386.1 )., 2346-26-1

2346-26-1 Oxazolidine-2,4-dione 97389, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/109727; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem