N,N-Dimethylglycine → N-[(2S)-5-(phenyloxy)-2,3-dihydro-1H-inden-2-yl]-2-propanesulfonamide

Participants

Reaction Conditions

Reaction Steps

A reaction mixture of N-[(2S)-5-bromo-2,3-dihydro-1H-inden-2-yl]-2-propanesulfonamide (100 mg, 0.31 mmol, Description 1), phenol (30 mg, 0.32 mmol), caesium carbonate (308 mg, 0.94 mmol), copper(I) iodide (66 mg, 0.35 mmol) and N,N-dimethylglycine (39 mg, 0.38 mmol) in DMSO (1.5 ml) was heated in a microwave at 190° C. for 30 minutes. The mixture was quenched with hydrochloric acid (2M) and then partitioned between dichloromethane and water. The organic solution was dried (MgSO4) and evaporated under reduced pressure to yield the crude product. The crude product was purified using MDAP to obtain the title product as a yellow gum (49 mg).

Provenance & Evidence