Boron tribromide → HCID 178515837, compound

Participants

Reaction Conditions

Reaction Steps

Boron tribromide (1364 mg, 5.44 mmol) was added to a suspension of 6-[6-(6-Methoxypyridin-3-yl)-imidazo[1,2-b]pyridazin-3-ylmethyl]-quinoline (Example 62, 200 mg, 0.544 mmol) in DCM (5 mL) at −78° C. The RM was stirred at −78° C. for 15 min and then allowed to reach rt. It was then stirred at rt for 68 h. The RM was filtered and the obtained solid was purified by reverse phase chromatography (water 0.1% TFA/acetonitrile +0.1% TFA). The resulting oil precipitated in TBME/MeOH to afford the title compound as a white powder (tR 4.21 min (conditions 4), MH+=354.3, 1H-NMR in DMSO-d6: 9.00 (m, 1H); 8.58 (m, 1H); 8.31 (m, 2H); 8.19 (dd, 1H); 8.05 (m, 4H); 7.92 (dd, 1H); 7.70 (dd, 1H); 6.54 (d, 1H); 4.65 (s, 2H)).

Provenance & Evidence