反应详情

A mixture of methyl 2-fluoroacetate (11.3 mg, 123 μmol, Eq: 1.5) and KOSiMe3 (21 mg, 164 μmol, Eq: 2) in Dioxane (1 ml) was stirred at room temperature over night. Trans-4-[2-(4-Benzo[1,3]dioxol-4-yl-piperidin-1-yl)-ethyl]-cyclohexylamine hydrochloride (Intermediate A) (30 mg, 81.8 μmol), N,N-diisopropylethylamine (42.3 mg, 57.0 μl, 327 μmol, Eq: 4) and TBTU (39.4 mg, 123 μmol, Eq: 1.5) were added. Reaction mixture was stirred 4 h at room temperature. The reaction mixture was solved with sat NaHCO3 (1×10 mL) and extracted with dichloromethane (2×20 mL). The organic layers were dried over MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 10 g, 0% to 20% MeOH in dichloromethane) to yield the title compound as an off-white solid (21.3 mg, 66.7%), MS (ISP) m/z=391.2 [(M+H)+].

1. customReaction mixture
2. stirringwas stirred 4 h at room temperature
3. extractionextracted with dichloromethane (2×20 mL)
4. dry with materialThe organic layers were dried over MgSO4
5. concentrationconcentrated in vacuo
6. customThe crude material was purified by flash chromatography (silica gel, 10 g, 0% to 20% MeOH in dichloromethane)