Hydrochloric Acid → HCID 10345357, compound

Participants

Reaction Conditions

Reaction Steps

Prepare the HCl salt of [6-methoxy-2-(2-methoxy-benzyl)-benzo[b]thiophen-3-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone by adding sat. HCl/Ether to a solution in CH2Cl2. Concentrate to dryness and redissolve in CH2Cl2 (5 mL). Cool this solution to 0° C. and add BBr3 (1 mL). Stir for 2 h while warming to r.t. Quench the reaction with sat. NaHCO3 and dilute with i-PrOH/CHCl3 (1:3). Wash the organic phase with water and brine, dry over MgSO4, filter and concentrate. Purify the crude by flash chromatography (0-5% (2M NH3 in MeOH)/CH2Cl2) to afford [6-hydroxy-2-(2-hydroxy-benzyl)-benzo[b]thiophen-3-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone (300 mg, 54%, 2 steps).

Provenance & Evidence