Diisopropylethylamine → HCID 46884062, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of dimethyl-{2-[3-((R)-1-pyridin-2-yl-ethyl)-benzo[b]thiophen-2-yl]-ethyl}-amine (Compound 12-2) (0.305 mg, 0.98 mmol) in dichloromethane (3 mL), DIEA (1 mL, 5.8 mmol) and 1-chloroethyl chloroformate (0.32 mL, 2.95 mmol) were added. The mixture was stirred for 1 hour at 40° C. The solvent was removed in vacuo and 1N HCl was added to the residue. The mixture was stirred at 40° C. for an additional hour and cooled to ambient temperature. After neutralization with NH4OH the product was extracted with dichloromethane. The organic layer was dried (MgSO4), filtered and concentrated in vacuo to give 300 mg of crude product, which was purified by mass triggered HPLC to give methyl-{2-[3-((R)-1-pyridin-2-yl-ethyl)-benzo[b]thiophen-2-yl]-ethyl}-amine (Compound 21-1). (MH+=297, tR=1.675, Method 4)

Provenance & Evidence