HCID 11702448, compound → HCID 58591574, compound

Participants

Reaction Conditions

Reaction Steps

To a cooled (−78° C.) solution of [2-(2-dimethylamino-ethyl)-benzo[b]thiophen-3-yl]-thiazol-5-yl-methanone (35 mg, 0.11 mmol) in anhydrous THF (2 mL), MeMgBr (0.4 mL, 0.55 mmol, 3M in ether) was added. The mixture was stirred for 1 hour at −78° C., an additional batch of MeMgBr (10 mL, 14 mmol) was added and the temperature was allowed to slowly increase to room temperature. The reaction was quenched with diluted NH4OH until pH ˜8, extracted with EtOAc and concentrated. The residue was purified by mass triggered preparative HPLC to give 3 mg of 1-[2-(2-dimethylamino-ethyl)-benzo[b]thiophen-3-yl]-1-thiazol-5-yl-ethanol (Compound 17-1) as a TFA salt.

Provenance & Evidence