1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 69482061, compound

Participants

Reaction Steps

A solution of ethyl 3-{[3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propyl][3-(ethyloxy)-3-oxopropanoyl]amino}-5-[(4-fluorophenyl)methyl]-2-pyridinecarboxylate (1.17 g, 2.04 mmol) in EtOH (10 mL) under nitrogen was treated with DBU (0.45 mL, 3.05 mmol). After stirring at ambient temperature for 15 min., the reaction mixture was treated with 1N NaHSO4 (3.1 mL). The resulting slurry was diluted with water, filtered and dried under high vacuum to provide the title compound as a white solid: 1H NMR (CDCl3) δ 13.93 (1H, b), 8.51 (1H, s), 7.82-7.86 (2H, m), 7.71-7.75 (2H, m), 7.36 (1H, s), 7.12 (2H, m), 6.99 (2H, t, J=9 Hz), 4.49 (2H, q, J=7 Hz), 4.22 (2H, t, J=7 Hz), 4.08 (2H, s), 3.79 (2H, t, J=7 Hz), 1.96-2.07 (2H, m), 1.45 (3H, t, J=7 Hz); ES+ MS: 530 (M+H+).

Provenance & Evidence