Potassium Carbonate → HCID 68549761, compound

Participants

Reaction Conditions

Reaction Steps

5-(tert-Butyl-dimethyl-silanyloxymethyl)-3-{3-fluoro-4-[5-(2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-yloxymethyl)-pyridin-2-yl]-phenyl}-oxazolidin-2-one: To a suspension of 6-(6-bromo-pyridin-3-ylmethoxy)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (150 mg, 0.40 mmol), 5-(tert-butyl-dimethyl-silanyloxymethyl)-3-[3-fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-oxazolidin-2-one (198 mg, 0.44 mmol), Pd(Ph3P)4 (58 mg, 0.05 mmol) and K2CO3 (121 mg, 0.88 mmol) in DMF/H2O (10/1. 5.5 mL) was degassed. The mixture was heated to 80° C. for 2.5 h, diluted with EtOAc, washed with brine and concentrated in vacuo to give a crude product. The crude product was purified by flash chromatography (5% MeOH in EtOAc) to afford the title product (170 mg). ESI MS m/z 600.5 (M+H+).

Provenance & Evidence