HCID 86720517, compound → HCID 67510676, compound

Participants

Reaction Steps

Synthesized using compound 47b (168 mg, 0.97 mmol) and cyclopropylmagnesium bromide (3.88 mL, 1.94 mmol, 0.5 M in THF) according to Method D. Crude product was purified by flash chromatography on silica-gel using a mixture of hexane/ethyl acetate (3:1) as eluent. Yellow oil. Yield: 140 mg, 67%. 1H NMR (CDCl3, 500 MHz): δH (ppm)=0.35-0.44 (m, 1H), 0.49 (td, J=9.6, 5.0 Hz, 1H), 0.55-0.70 (m, 2H), 1.16-1.25 (m, 1H), 2.71 (br, s, 1H), 4.04 (d, J=8.2 Hz, 1H), 6.89 (dd, J=1.9, 0.6 Hz, 1H), 7.44 (dd, J=8.0, 0.8 Hz, 1H), 7.48-7.50 (m, 1H), 7.75-7.79 (m, 1H), 8.02 (dd, J=1.4, 0.8 Hz, 1H), 8.56 (dd, J=2.2, 0.6 Hz, 1H); 13C NMR (CDCl3, 125 MHz): δC (ppm)=2.8, 3.6, 19.1, 76.0, 108.6, 119.8, 126.8, 134.4, 137.3, 141.1, 143.8, 147.6, 150.9; MS (ESI): m/z=216.27 [M+H]+.

Provenance & Evidence