Boron tribromide → HCID 178515098, compound

Participants

Reaction Steps

To a stirred solution of 3-chloro-6-fluoro-7-methoxy-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-one (2.0 g, 6.9 mmol) in CH2Cl2 (100 mL) was added BBr3 (1 M in CH2Cl2, 27.6 mL, 27.6 mmol) at −78° C. The mixture was allowed to warm to room temperature as the bath did. After 6 h at room temperature, the mixture was cooled to 0° C. and treated with aqueous NaHCO3 solution. The yellow precipitate was filtered, washed with CH2Cl2, and dried under high-vacuum overnight to afford the title compound. 1H NMR (600 MHz, CD3SOCD3) δ 8.93 (d, 1H); 8.28 (d, 1H); 7.46 (d, 1H); 7.37 (d, 1H); 7.33 (t, 1H); 7.08 (d, 1H). LRMS (ESI) calc'd for (C14H7ClFNO2) [M+H]+, 276.0; found 276.0.

Provenance & Evidence