1,4-Dioxane → HCID 86705038, compound

Participants

Reaction Steps

[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) (17 mg, 0.24 mmol) was added to a stirred solution of 10a (50 mg, 0.114 mmol) and 3-methoxyphenylboronic acid (21 mg, 0.140 mmol) in dioxane (0.6 mL) and saturated aqueous sodium bicarbonate (0.125 mL) at rt. The resulting solution was irradiated in a microwave reactor at 120° C. for 10 min. After cooling to rt, the reaction mixture was filtered through a short column of CELITE® eluting with EtOAc. The resulting crude oil was purified by preparative reversed phase HPLC on YMC Pack Pro C18 stationary phase (CH3CN/H2O as eluent, 0.05% TFA as modifier), followed by lyophilization of the purified fractions to afford the title compound 78. m/z (ES) 465 (MH)+; IP=C rating.

Provenance & Evidence