1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 68513435, compound

Participants

Reaction Steps

To a solution of 2-(5-methyl-1-piperidin-4-yl-1H-benzoimidazol-2-yl)-propan-2-ol hydrochloride salt (158 mg, 0.55 mmol) in DMF (5 ml) was added N,N-diisopropylethylamine (150 mg, 1.15 mmol). After stirring for 10 minutes, 5-tert-butoxycarbonylamino-indan-2-carboxylic acid (140 mg, 0.55 mmol) was added to the reaction mixture followed by EDCI (195 mg, 1.10 mmol) and HOBT (137 mg, 1.10 mmol). After stirring at rt for 4 hours, the reaction mixture was diluted with water, and the aqueous layer was extracted with ethyl acetate. The combined organic extracts were washed with saturated NaHCO3, brine, and dried over Na2SO4. The extracts were filtered and concentrated in vacuo to afford (2-{4-[2-(1-hydroxy-1-methyl-ethyl)-5-methyl-benzoimidazol-1-yl]-piperidine-1-carbonyl}-indan-5-yl)-carbamic acid tert-butyl ester (266 mg, 98%) as a white solid without further purification.

Provenance & Evidence