Water → HCID 86718025, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (7-amino-4-bromo-5-methyl-2,3-dihydrobenzofuran-2-yl)methanol (7e) (1.7 g, 6.6 mmol), pyridin-4-ylboronic acid (1.6 g, 1.3 mmol), Cs2CO3 (5.3 g, 16 mmol), Pd(PPh3)4 (0.76 g, 0.66 mmol) and water (13 mL) in DMF (60 mL) was stirred at 135° C. under N2 for 1 h. It was cooled to ambient temperature, poured into water (100 mL), extracted with EtOAc (150 mL), washed with water, brine, dried and concentrated. The residue was purified by column chromatography on silica gel eluting with hexanes/EtOAc (20:1 to 5:1 to 1:1) to give the title compound (7f) as a yellow solid. MS-ESI (m/z): 257 (M+1)+.

Provenance & Evidence