Sodium Carbonate → HCID 11992570, compound

Participants

Reaction Steps

The Suzuki procedure described for 21 was employed using triflate 25 (200 mg, 0.425 mmol), Pd(Ph3P)4 (49 mg, 0.0425 mmol), 2 N aqueous Na2CO3 (425 uL, 0.85 mmol), (3,5-dimethyl-4-isoxazolyl)boronic acid (150 mg, 1.06 mmol), and THF (25 mL). The reaction mixture was refluxed for 24 h and cooled to RT. Standard work-up followed by column chromatography afforded 132 mg (74%) of the title product 28 as an off-white solid. 1H NMR (400 MHz, CDCl3): δ7.26-7.21 (m, 2H), 7.17-7.14 (m, 4H), 2.41 (s, 3H), 2.28 (s, 3H), 2.0 (s, 2H), 1.95 (s, 2H), 1.31 (s, 2H), 0.96 (s, 6H), 0.93 (s, 6H). LCMS (APCI): m/z 418 (M+H)+.

Provenance & Evidence