Potassium Carbonate → HCID 67270604, compound

Participants

Reaction Steps

To a solution of (4S,5R)-4-(3,5-difluorobenzyl)-5-((R)-8-(triisopropylsilyloxy)-1,2,3,4-tetrahydroisoquinolin-3-yl)oxazolidin-2-one Step F (12), 120 mg, 0.23 mmol) in acetonitrile (2 mL) were added potassium carbonate (64 mg, 0.46 mmol) and bromodiphenylmethane (91 mg, 0.37 mmol). This mixture was put on microwave at 75° C. for 2 h and 15 min. Solvent was removed and the crude mixture was purified by silica gel Flash Chromatography to give 120 mg of the title compound (75% yield): 1H NMR (CDCl3, 500 MHz) δ 0.90 (18H, m), 1.06 (3H, m), 2.47 (1H, m), 2.76 (1H, d, J=20 Hz), 3.16-3.23 (2H, m), 3.69 (1H, d, J=20 Hz), 3.75 (1H, m), 4.02 (1H, m), 4.18 (1H, d, J=20 Hz), 4.72 (1H, m), 4.80 (1H, s), 4.92 (1H, s), 6.61 (1H, d, J=10 Hz), 6.76-6.80 (4H, m), 7.03-7.06 (1H, m), 7.17-7.30 (6H, m), 7.39 (4H, t, J=5 Hz). MS (ESI) (M+H)+ 683.31.

Provenance & Evidence