Cesium carbonate → HCID 58677612, compound

Participants

Reaction Conditions

Reaction Steps

Compound 504 (0.6 g, 1.35 mmol) was dissolved in 1,4-dioxan (15 mL). 4-Fluoro-2-methylaniline (0.22 mL, 2.0 mmol), Cs2CO3 (0.61 g, 1.88 mmol), BINAP (0.06 g, 0.1 mmol) and Pd2(dba)3 (0.031 g, 0.03 mmol) were added and the reaction mixture was stirred under an argon atmosphere at 100° C. for 18 h. H2O was added and the water phase was extracted with EtOAc (×2). The combined organic phases were washed with brine, dried (MgSO4), filtered and concentrated in vacuo. The crude product was purified by flash chromatography using a gradient of EtOAc/petroleum ether (40-60) 0:100→30:70. This afforded the title compound. 1H NMR (CDCl3) δ 7.32 (d, 1H), 7.30-7.14 (m, 4H), 7.11 (d, 1H), 7.06-6.91 (m, 3H), 6.88 (m, 2H), 6.84-6.77 (m, 2H), 5.87 (bs, 1H), 4.88 (s, 2H), 3.80 (s, 3H), 2.49 (s, 3H), 2.25 (s, 3H).

Provenance & Evidence