反应详情

A mixture of (R)-3-[N-(5′-chloro-2′-fluorobiphenyl-4-ylmethyl)-N′-(5-oxo-1-phenyl-4,5-dihydro-1H-[1,2,4]triazole-3-carbonyl)hydrazino]-2-hydroxypropionic acid (200 mg, 380 μmol), 2,2,3,3,3-pentafluoropropan-1-ol (114 mg, 760 μmol), HOBT (103 mg, 760 μmol), EDC (145 mg, 760 μmol) and DIPEA (200 mg, 1.5 mmol) in DMF (5.0 mL) was stirred at room temperature overnight. The mixture was then poured into water (30 mL) and extracted with EtOAc (3×20 mL). The combined organic layers were washed with saturated aqueous NaCl (30 mL), dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography (PE:EtOAc=2:1) to yield the title compound as a white solid (20 mg). LC-MS: 658 [M+H]+. 1H NMR (400 MHz, CDCl3) δ 3.44-3.40 (m, 2H), 4.25 (br, 2H), 4.58-4.61 (m, 3H), 7.14-7.08 (m, 1H), 7.41-7.55 (m, 8H), 7.84-7.92 (m, 3H).

1. extractionextracted with EtOAc (3×20 mL)
2. washThe combined organic layers were washed with saturated aqueous NaCl (30 mL)
3. dry with materialdried over anhydrous Na2SO4
4. concentrationconcentrated in vacuo
5. customThe residue was purified by column chromatography (PE:EtOAc=2:1)