Diethylamine → HCID 67343410, compound

Participants

Reaction Steps

To the title compound of Step B (0.09 g, 0.21 mmol) in CH2Cl2 (2 mL) was added HOBt (0.003 g, 0.02 mmol), Et3N (0.03 mL, 0.02 g, 0.23 mmol), Et2NH (0.02 g, 0.02 mL, 0.23 mmol) and EDC.HCl (0.04 g, 0.23 mmol). After 18 h, saturated NaHCO3 (aq.) was added and the reaction extracted with CH2Cl2 (2×). The combined organics were dried. Silica gel chromatography (0-60% EtOAc in hexanes) gave 0.082 g (80% yield) of the title compound. MS (ESI): mass calcd. for C26H31F3N2O4, 492.22; m/z found, 437.2 [M-56]+, 493.2 [M+H]+. 1H NMR (CDCl3): 7.75 (d, J=7.7 Hz, 1H), 7.58 (t, J=7.4 Hz, 1H), 7.50 (t, J=7.7 Hz, 1H), 7.32 (d, J=7.5 Hz, 1H), 7.28 (d, J=7.6 Hz, 1H), 6.99 (dd, J=7.6, 1.2 Hz, 1H), 6.51 (s, 1H), 4.93-4.83 (m, 1H), 4.25 (dd, J=9.6, 6.5 Hz, 2H), 4.01 (s, 1H), 3.94 (s, 1H), 3.79 (s, 1H), 3.41 (s, 1H), 3.21 (q, J=7.1 Hz, 2H), 1.44 (s, 9H), 1.28 (t, J=7.1 Hz, 3H), 1.10 (t, J=7.1 Hz, 3H).

Provenance & Evidence