Bromotrimethylsilane → HCID 86697076, compound

Participants

Reaction Conditions

Reaction Steps

3-Chloro-2-(4-chloro-7-fluoropyrazolo[4,3-c]pyridin-2-yl)-5-fluorobenzonitrile (735 mg, 2.26 mmol) was suspended in propionitrile (44 mL), under an atmosphere of nitrogen and bromotrimethylsilane (0.82 mL, 5.64 mmol) was added. The reaction mixture was heated at 80° C. for 5 hours. The resultant mixture was cooled to room temperature and partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution. The layers were separated and the organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the title compound as a beige solid (834 mg, 100% yield). 1H NMR (300 MHz, CDCl3): δ 8.38 (d, J=2.3 Hz, 1H), 8.03 (d, J=3.0 Hz, 1H), 7.65 (dd, J=7.6, 2.8 Hz, 1H), 7.56 (dd, J=7.0, 2.8 Hz, 1H).

Provenance & Evidence