Phosphorus oxychloride → HCID 58563896, compound

Participants

Reaction Steps

To a cold (0° C.) solution of morpholine-2,4-dicarboxylic acid 4-tert-butyl ester (1 g; 4.424 mmol) and 3-amino-5-t-butylisoxazole (606 mg; 4.324 mmol) and N,N-diisopropylethylamine (1.521 mL; 8.732 mmol) in anhydrous acetonitrile (12 mL) is added phosphorous oxychloride (0.39 mL; 4.424 mmol). The reaction mixture is stirred at room temperature for 18 hours. After this time, the reaction mixture is quenched with saturated NH4Cl aqueous solution and extracted with ethyl acetate twice. The organics are combined and washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. Purification by flash chromatography on silica gel using ethyl acetate/Hexanes provides the title compound, m/z 354 [M+H+].

Provenance & Evidence