Cesium carbonate → HCID 178426062, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of trans-8-chloro-1-[4-(5-methyl-isoxazol-3-yl)-cyclohexyl]-5,6-dihydro-4H-2,3,5,10b-tetraaza-benzo[e]azulene (50.0 mg, 0.130 mmol), cesium carbonate (84.9 mg, 0.261 mmol) and 2,2-difluoroethyl trifluoromethanesulfonate (41.8 mg, 0.195 mmol) in acetonitrile (1.3 ml) was heated at 70° C. for 20 h. After cooling to room temperature the reaction mixture was partitioned between 1 M aqueous sodium hydroxide solution (2 ml) and ethyl acetate (5 ml). The layers were separated. The aqueous layer was extracted with three 5-ml portions of ethyl acetate. The combined organic layers were concentrated in vacuo. Preparative RP-HPLC with water (0.05% formic acid)/methanol as eluent gave the title compound (13 mg, 21%) as off-white solid. MS m/e: 448 ([M+H]+).

Provenance & Evidence