Cesium carbonate → HCID 68509056, compound

Participants

Reaction Steps

cis-4-(2,5-Dimethylbenzimidazol-1-yl)-3-hydroxymethylpiperidine dihydrochloride (313 mg; 0.94 mmol), 3-[3-iodopropyl]-N-Boc aniline (361 mg. 1 mmol) and Cs2CO3 (1625 mg; 5 mmol) were added to CH3CN (10 mL) and the reaction mixture was heated to reflux for 14 h. After cooling to rt, the reaction mixture was filtered through Celite® and all volatiles were removed under reduced pressure to yield a brown oil from which {2-[4-(2,5-dimethyl-benzoimidazol-1-yl)-3-hydroxymethyl-piperidin-1-ylmethyl]-indan-5-yl}-carbamic acid tert-butyl ester was isolated by flash chromatography (0-10% CH3OH in EtOAc) as a heavy oil (191 mg; 39%).

Provenance & Evidence