1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 46241323, compound

Participants

Reaction Steps

4-(3-Amino-azetidin-1-yl)-1-(6-methoxy-pyridin-3-yl)-cyclohexanol TFA salt (˜4.2 g, 15.1 mmol), tert-butoxycarbonylamino-acetic acid (Sigma, 2.70 g, 15.1 mmol) and TEA (4.20 mL, 30 mmol) were dissolved in DCM (30 mL) at room temperature. The mixture was then treated with EDCI (Aldrich, 3.05 g, 16 mmol) and HOBT (Aldrich, 2.16 g, 16 mmol). And the reaction was stirred at room temperature for additional 6 hours. The reaction solution was partitioned between DCM and water. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to give the crude product, which was then purified by CombiFlash® system DCM and MeOH MeOH as eluent (from pure DCM to 10% MeOH in DCM) to afford the title compound as a white solid.

Provenance & Evidence