Potassium Carbonate → HCID 86707726, compound

Participants

Reaction Steps

To a suspension of tert-butyl 2-(4-methyl-2,5-dioxoimidazolidin-4-yl)acetate (100 mg, 0.44 mmol) in DMF (1 mL) was added potassium carbonate (121 mg, 0.88 mmol) and 2,2,2-trifluoroethyl trifluoromethanesulfonate (112 mg, 0.48 mmol). The reaction mixture was stirred at rt for 14 h. The reaction mixture was diluted with EtOAc (30 mL), and the solution washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated to give the crude residue as a colorless oil. The crude residue was dissolved in DCM/hexane, charged to a 12 g silica gel cartridge which was eluted with a 15 min gradient from 0-100% EtOAc/hexane, followed by 10% MeOH/DCM over 10 min to give Compound 31a (102 mg, 75% yield). 1H NMR (400 MHz, CDCl3-d) δ 6.12 (br. s., 1H), 4.14 (q, J=8.5 Hz, 2H), 2.78-2.62 (m, 2H), 1.52 (s, 3H), 1.45 (s, 9H).

Provenance & Evidence