Acetic Acid → HCID 58465582, compound

Participants

Reaction Steps

A mixture of (RS)-8-chloro-1-[4-(4-fluoro-pyridin-2-yl)-cyclohex-3-enyl]-5,6-dihydro-4H-2,3,5,10b-tetraaza-benzo[e]azulene (0.032 g, 0.081 mmol), acetic acid (0.028 ml, 0.49 mmol) and paraformaldehyde (0.010 g, 0.32 mmol) in 1,2-dichloroethane (0.8 ml) was stirred for 16 h at room temperature. Addition of sodium triacetoxyborohydride (0.103 g, 0.49 mmol) was followed by stirring at room temperature for further 3 h. The mixture was partitioned between dichloromethane (50 ml) and 0.5 M aqueous sodium hydroxide solution (50 ml). The layers were separated. The aqueous layer was extracted with one 50 ml-portion of dichloromethane. The combined organic layers were dried over anhydrous sodium sulfate and concentrated in vacuo. Flash chromatography with n-heptane/isopropanol as eluent gave the title compound (0.026 g, 79%) as white solid. MS m/e: 410 ([M+H]+)

Provenance & Evidence