[2-Dimethylamino-6-methoxybenzothien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone → [2-(2-[1,3]Dioxolan-2-yl-phenyl)-6-methoxy-benzo[b]thiophen-3-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone

Participants

Reaction Steps

Add a solution of 2-(1,3-dioxolan-2-yl)phenylmagnesium bromide (15 mL of 0.5 M/THF, 7.5 mmol) to a stirred solution of (2-dimethylamino-6-methoxy-benzo[b]thiophen-3-yl)-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone (650 mg, 1.48 mmol) in THF (5 mL) at r.t. Stir the reaction mixture at r.t. for 2 h and quench with aq. NaHCO3. Dilute with CH2Cl2 and wash with water and brine, dry over MgSO4, filter and concentrate to afford [2-(2-[1,3]dioxolan-2-yl-phenyl)-6-methoxy-benzo[b]thiophen-3-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone. Use the product without further purification.

Provenance & Evidence