反应详情

To a 0.2 M solution of 2-fluoro-5-nitrobenzoic acid (1.0 g, 5.4 mmol, Aldrich) in anhydrous THF at ambient temperature was added furfurylamine (1.1 g, 5.9 mmol), HBTU (2.24 g g, 5.9 mmol, Chem-Impex), HOBT (0.8 g, 5.9 mmol, Novabiochem) and NMM (0.59 mL, 5.4 mmol, Aldrich). The resulting solution was stirred for 18 hr. To the reaction mixture was added a 1 M solution of aqueous hydrochloric acid (30 mL). The crude mixture was extracted 3× with EtOAc (50 mL). The organic layers were combined, washed one time with a saturated aqueous solution of NaHCO3 (100 mL), one time with brine (100 mL), dried over Na2SO4, and concentrated under vacuum to yield 1.4 g (100%) of product as an off white solid which was used without further purification.

1. extractionThe crude mixture was extracted 3× with EtOAc (50 mL)
2. washwashed one time with a saturated aqueous solution of NaHCO3 (100 mL), one time with brine (100 mL)
3. dry with materialdried over Na2SO4
4. concentrationconcentrated under vacuum