反应详情

To a stirred solution of 1-[(9-hydroxy-9H-fluoren-9-yl)carbonyl]-L-proline (Example 16, Step B, 0.06 g, 0.19 mmol) in DMF (1 mL) was added 1-[2-(4H-1,2,4triazol-4-yl) phenyl]methanamine (Example 5, Step A, 0.05 g, 0.31 mmol), BOP Reagent (0.11 g, 0.24 mmol) and N-methylmorpholine to pH=8. The mixture was stirred at room temperature under a nitrogen atmosphere for 1 hour, filtered and purified on a Gilson Preparative HPLC to give the solid 1-[(9-hydroxy-9H-fluoren-9-yl)carbonyl]-N-[2-(4H-1,2,4-triazol-4-yl)benzyl]-L-prolinamide (0.065 g, HPLC RT=2.77 min, Method A; LCMS m/z=480). 1H NMR (400 MHz, CDCl3): δ 8.75 (s, 2H), 7.67–7.64 (m, 3H), 7.62–7.52 (m, 1H), 7.44–7.37 (m, 2H), 7.35–7.29 (m, 3H), 7.23–719 (m, 1H), 7.15 (s, 1H), 7.04 (d, 1H), 4.55–4.53 (m, 1H), 4.31–4.11 (m, 2H), 2.34–2.26 (m, 1H), 2.24–1.95 (m, 1H), 1.72–1.55 (m, 2H), 1.46–1.43 (m, 1H).

1. filtrationfiltered
2. custompurified on a Gilson Preparative HPLC