反应详情

A solution of Example 3C (0.10 g, 0.33 mmol), (1S,2R)-1-amino-2-hydroxyindane (0.086 g, 0.58 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.080 g, 0.41 mmol), 1-hydroxybenzotriazole (0.061 g, 0.45 mmol), and N-methylmorpholine (0.05 mL, 0.46 mmol) in 3:1 dichloromethane/DMF (4 mL) at room temperature was stirred for 16 hours, diluted with dichloromethane, washed sequentially with aqueous NaHCO3, brine, 10% KHSO4, and brine, dried (MgSO4), filtered, and concentrated. The residue was dissolved in 4M HCl in dioxane (3 mL), stirred for 1 hour, concentrated, then purified by reverse phase HPLC with acetonitrile/water to provide the desired product. MS (ESI) m/e 333 (M+H)+; 1H NMR (300 MHz, DMSO-d6) δ 7.81 (br s, 2H), 7.40–7.17 (m, 4H), 6.65 (d, 1H), 5.52 (m, 1H), 4.18 (d, 1H), 3.14 (m, 1H), 2.55–2.45 (m, 2H), 1.80–1.67 (m, 5H), 1.57–1.51 (m, 1H), 1.46–1.17 (m, 5H), 1.00–0.90 (m, 2H).

1. washwashed sequentially with aqueous NaHCO3, brine, 10% KHSO4, and brine
2. dry with materialdried (MgSO4)
3. filtrationfiltered
4. concentrationconcentrated
5. dissolutionThe residue was dissolved in 4M HCl in dioxane (3 mL)
6. concentrationconcentrated
7. custompurified by reverse phase HPLC with acetonitrile/water