Triethylamine → HCID 22500439, compound

Participants

Reaction Steps

To a solution of the product of step c (524 mg, 1.98 mmol) and triethylamine (0.829 ml, 5.96 mmol) in DMSO (10 ml) was added a solution of sulfur trioxide-pyridine (948 mg, 5.96 mmol) in DMSO (10 ml) and the reaction mixture stirred at ambient temperature for 15 minutes. The reaction mixture was poured into ice-water (150 ml) and then extracted thrice with ethyl acetate (60 ml). The combined organic phases were washed with aqueous citric acid (70 ml) and brine (70 ml), then dried over anhydrous sodium sulfate. The filtrate was evaporated at reduced pressure and the residue purified by flash column chromatography (2:1 ethyl acetate:hexane) to afford the title compound (457 mg, 88%). 1H NMR 9.75 (1H, s), 8.50 (1H, s), 8.05-7.65 (6H, m), 3.26-3.22 (2H, m), 2.71 (2H, t, 6.9), 2.15-2.04 (2H, m).

Provenance & Evidence