Cesium carbonate → HCID 59233381, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 3,6-dichloro-4-methoxy-pyridazine (0.73 g, 4.08 mmol) (prepared by a procedure similar to that described in Eichenberger, K.; Rometsch, R.; Druey, J. Australian Journal of Chemistry 1956, 9, 1755-1764), 4-amino-piperidine-1-carboxylic acid tert-butyl ester (0.98 g, 4.90 mmol) and cesium carbonate (2.66 g, 8.16 mmol) in toluene (15 ml) in a sealed tube under nitrogen, were added (R)-(+)-2,2′-bis (diphenylphosphino)-1,1′-binaphthyl (0.38 g, 0.61 mmol) and palladium(II) acetate (0.046 g, 0.20 mmol). The reactiom mixture was stirred at 110° C. for 18 h. After cooling to room temperature, the reaction mixture was filtered though Celite and the filtrate was evaporated. The crude product was purified by flash column chromatography (silica gel; 3% ammonia in methanol (7M)/dichloromethane). The desired fractions were collected and evaporated in vacuo. to yield D1 (0.44 g, 32%) as a yellow solid. C15H23ClN4O3 requires 342; Found 343 (MH+).

Provenance & Evidence