Water → HCID 58337756, compound

Participants

Reaction Steps

NaH (166 mg, 6.92 mmol, 1.10 eq) in DMF (15 mL) in a flame-dried microwave vial was cooled to 0° C. and 3-bromophenol (982 μL, 6.29 mmol, 1.00 eq) was added dropwise. The reaction was stirred for 30 min. at 0° C. at which point 5-bromopyrimidine (1.0 g, 6.3 mmol, 1.0 eq) was added and the reaction microwaved at 200° C. for 60 minutes. The reaction was diluted with ethyl acetate (50 mL) and was with water (3×). The organic layer was dried (MgSO4), filtered and concentrated in vacuo. Purification by flash chromatography on silica gel afforded 750 mg (52%) of the title compound as an orange oil: 1H NMR (400 MHz, CDCl3) δ 9.03 (s, 1H), 8.67 (s, 2H), 7.43-7.36 (m, 3H), 7.16 (dt, J=7.7, 1.9 Hz, 1H); ES-MS [M+1]+: 251.0.

Provenance & Evidence