Ethyl Acetate → HCID 58378949, compound

Participants

Reaction Conditions

Reaction Steps

Add (S)-tert-butyl 2-methylpiperazine-1-carboxylate (276 g, 1.38 mol) to a slurry of 1-chloro-4-(4-fluorophenyl)phthalazine (275 g, 1.06 mol) and diisopropylethylamine (346 mL, 1.99 mol) in DMSO (2.56 L) at 25° C. Heat the mixture to 102° C. for 9 h. Cool the reaction to 25° C. and stir for 48 h. Add the mixture to EtOAc (2.5 L) and water (3.5 L). Extract the aqueous phase with ethyl acetate (2×2.0 L). Combine the organic layers, wash with water (2.5 L) and concentrate to a brown foam. Dissolve the foam in acetonitrile (1.0 L) and cool to 1° C. for 30 min. Filter the precipitate to obtain a tan solid. Concentrate the mother liquor and slurry the residue in acetonitrile (500 mL) for 30 min. Filter the mixture to obtain a tan solid. Combine the solid precipitates and dry in a vacuum oven (14 torr, 25° C.) for 25 h to obtain the title compound as a tan solid (435 g, 96%). ES/MS m/z 423.0 (M+1).

Provenance & Evidence