Electric Literature of 480-91-1, These common heterocyclic compound, 480-91-1, name is Isoindolin-1-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
A stirred mixture of 79D (4.6 g, 8.64 mmol), isoindolin-1-one (1.15 g, 8.64 mmol), Pd2(dba)3 (791 mg, 0.864 mmol), Cs2CO3 (8.44 g, 25.92 mmol) and Xantphos (700 mg, 1.21 mmol) in 1,4-dioxane (150 mL) was heated to 100 C. overnight. The reaction mixture was allowed to cool to room temperature and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by silica column chromatography (1%-5% MeOH in DCM) to give 79E (2.6 g, 56% yield) as a white solid: 1H NMR (400 MHz, DMSO-d6) delta 8.54 (d, J=8 Hz, 1H), 8.05 (t, J=7.6 Hz, 1H), 7.99 (d, J=6.8 Hz, 1H), 7.79 (d, J=7.6 Hz, 1H), 7.66 (t, J=7.2 Hz, 1H), 7.57-7.48 (m, 3H), 7.22 (t, J=7.6 Hz, 1H), 7.13-7.04 (m, 4H), 5.19 (d, J=7.2 Hz, 1H), 5.03 (d, J=17.6 Hz, 1H), 4.56 (d, J=17.6 Hz, 1H), 4.11 (dd, J=10.4 Hz, 3 Hz, 1H), 3.95 (d, J=9.2 Hz, 1H), 3.12-2.93 (m, 3H), 2.81-2.75 (m, 1H), 0.80 (s, 9H); ESI m/z 586.1 [M+H]+.
Statistics shows that Isoindolin-1-one is playing an increasingly important role. we look forward to future research findings about 480-91-1.