Water → HCID 89701557, compound

Participants

Reaction Steps

A mixture of crude tert-butyl (1-{4-[bromo(phenyl)acetyl]phenyl}cyclobutyl)carbamate [Int-1-A] (715 mg, 1.45 mmol, 1.0 eq), methyl 5-amino-6-methoxypyrazine-2-carboxylate (265 mg, 1.45 mmol, 1 eq.; see step 1) were dissolved in ethanol. The reaction vessel was equipped with a Dean-Stark trap containing 4 Å molsieves and then the reaction mixture refluxed for 17 h. The reaction mixture was diluted with 20 mL dichloromethane and treated with water. The organic phase was washed with 1 N hydrochloric acid and brine, filtered through a Whatman-filter and the solvent was removed by the use of a rotary evaporator. Finally purification was achieved via MPLC (Isolera, 50 g Snap-cartridge, eluent:hexane→hexane/ethyl acetate 9/1) to deliver 97 mg (12%).

Provenance & Evidence