HCID 11588147, compound → HCID 11681345, compound

Participants

Reaction Steps

To a cooled solution of 1-[2-(2-dimethylamino-ethyl)-6-methyl-benzo[b]thiophen-3-yl]-1-pyridin-2-yl-ethanol (Compound 4-5) (220 mg, 0.65 mmol) in TFA (2 mL), conc. sulfuric acid (500 uL) was added dropwise and the reaction was allowed to warm up to room temperature. After stirring for 4 hours the mixture was concentrated slightly, made basic with 1N NaOH and extracted with EtOAc (4 times). The combined organic layers were washed with brine, dried (Na2SO4), filtered and concentrated. Purification using mass triggered preparative HPLC afforded dimethyl-{2-[6-methyl-3-(1-pyridin-2-yl-vinyl)-benzo[b]thiophen-2-yl]-ethyl}-amine (Compound 4-6). (MH+=323.0, tR=40.15, Method 2)

Provenance & Evidence