Cesium carbonate → HCID 178495759, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of trans-8-chloro-1-[4-(3-fluoro-pyridin-2-yl)-cyclohexyl]-5,6-dihydro-4H-2,3,5,10b-tetraaza-benzo[e]azulene (50.0 mg, 0.126 mmol), cesium carbonate (81.9 mg, 0.251 mmol) and 2-bromoethyl methyl ether (0.024 ml, 0.25 mmol) in acetonitrile (0.6 ml) was heated at 70° C. for 20 h. The reaction mixture was partitioned between a water-brine mixture (1:1) (2 ml) and ethyl acetate (5 ml). The layers were separated. The aqueous layer was extracted with two 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, 23%) as light yellow solid. MS m/e: 456 ([M+H]+)

Provenance & Evidence