Potassium Carbonate → HCID 68511203, compound

Participants

Reaction Steps

To a solution of 320 mg (1 mmol) of 4-(2-oxo-2,3-dihydro-benzoimidazol-1-yl)-piperidine-1-carboxylic acid tert-butyl ester in 5 ml of DMF were added 218 mg (1.5 mmol, 1.5 eq.) of (2-chloro-ethyl)-dimethyl-amine hydrochloride and 418 mg (3 mmol, 3 eq.) of K2CO3. Stirring was continued at 60° C. over night. The mixture was poured on water and the product extracted with EtOAc. The organic phases were dried over Na2SO4 and concentration in vacuo afforded crude 4-[3-(2-dimethylamino-ethyl)-2-oxo-2,3-dihydro-benzoimidazol-1-yl]-piperidine-1-carboxylic acid tert-butyl ester as an off-white solid. This crude material was then dissolved in 5 ml of CH2Cl2 and 1 ml of TFA was added. After 2 hours at RT, the reaction was quenched by addition of aq. NaHCO3 (pH=9), and the product extracted with CH2Cl2. Concentration in vacuo afforded 200 mg (61%) of the title compound as a white solid.

Provenance & Evidence