Tetrahydrofuran → HCID 11992566, compound

Participants

Reaction Steps

An round-bottomed flask was charged with 16 (192 mg, 0.5 mmol), Pd(Ph3P)4 (58 mg, 0.05 mmol), (3,5-dimethyl-4-isoxazolyl)boronic acid (141 mg, 1.0 mmol), 2 N aqueous Na2CO3 (0.5 mL, 1 mmol), and THF (5 mL). The reaction mixture was refluxed for 18 h. The mixture was cooled to RT, diluted with EtOAc (100 mL), and then the mixture was washed with H2O (1×25 mL), brine (1×25 mL), dried over Na2SO4, filtered, and concentrated under reduced pressure to afford the crude product, which was purified by flash column chromatography to give 136 mg (68%) of the title product 22 as a white solid. 1H NMR (400 MHz, CDCl3): δ 0.94 (s, 6H), 0.97 (s, 6H), 1.31 (s, 2H), 1.97 (s, 2H), 2.01 (s, 2H), 2.28 (s, 3H), 2.41 (s, 3H), 7.32-7.14 (m, 9H). LCMS (APCI): m/z 400 (M+H)+.

Provenance & Evidence