反应详情

Sodium hydride (95%, 11 mg, 0.44 mmol) was added to a solution of dimethyl malonate (40 mg, 0.30 mmol) in DMF (1.5 mL) at 0° C. The resulting mixture was warmed to room temperature, 2-methyl-5-isothiocyanatobenzofuran (56 mg, 0.30 mmol) was then added, and the resulting solution was stirred at at room temperature for 30 minutes. To the solution was then added 1-[[(3S)-3-aminohexahydro-2-oxo-1H-azepin-1-yl]acetyl]pyrrolidine (71 mg, 0.30 mmol) followed by mercury (II) chloride (82 mg, 0.30 mmol). The resulting dark mixture was stirred at room temperature for 2 h, then filtered through CELITE. The filtrate was concentrated, and the residue was purified by flash chromatography (silica, 1 to 5% methanol/dichloromethane) to afford the title compound as a pale yellow solid (63 mg, 40%): MS (ESI, pos. ion spectrum) m/z 527, HPLC (method A): tR 3.5 min.

1. stirringThe resulting dark mixture was stirred at room temperature for 2 h
2. filtrationfiltered through CELITE
3. concentrationThe filtrate was concentrated
4. customthe residue was purified by flash chromatography (silica, 1 to 5% methanol/dichloromethane)