Lawesson's reagent → HCID 58458930, compound

Participants

Reaction Steps

A solution of 3-(benzyloxy)-N-(3-(4-fluorophenyl)-2-oxopropyl)-9,9-dimethyl-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carboxamide: (0.12 g, 0.25 mmol) and Lawesson's reagent (0.11 g, 0.275 mmol) in toluene (10 mL) was stirred 15 min at room temperature, 30 min at 60° C. and 2 h at 100° C. The mixture was cooled, concentrated and purified by preparative HPLC on a C18 column using water/MeOH containing 0.1% TFA as eluent to afford the title compound (0.05 g, 43% yield) as a yellow solid. 1HNMR (500 MHz, CDCl3) δ: 7.78 (1H, s), 7.54-7.51 (2H, m), 7.32-7.29 (3H, m), 7.19 (2H, dd, J=8.6, 5.2 Hz), 7.01 (2H, t, J=8.6 Hz), 5.35 (2H, s), 4.15 (2H, s), 4.06-4.00 (4H, m), 1.66 (6H, s). HRMS (M+H) calcd for C26H25N3O3FS: 478.1601. found: 478.1623.

Provenance & Evidence