Hydrogen Bromide → Nilotinib hydrobromide

Participants

Reaction Steps

Nilotinib base Form A (4.00 g, 7.55 mmol) was mixed with acetone (40 mL, 10V) and the resulting suspension was heated to reflux and stirred for 0.5 h. To the mixture was then added HBr (48% aq., 0.9 mL, 7.78 mmol, 1.03 eq) in one portion and stirring was continued at reflux temperature for 0.5 h. The mixture was then allowed to cool to room temperature by removal of the heating source, and was stirred at room temperature for 6 h. The flask containing the mixture was then transferred to a refrigerator where it was kept for about 3 days at 2° C. to about 8° C. (in a closed vessel). The mixture was then filtered and the isolated solid was dried in a vacuum oven (35 mmHg) at 70° C. for 24 h to afford Nilotinib HBr form XI as a yellow solid. The sample was analyzed in ARL X-ray powder diffractometer model X'TRA-019, and 13C NMR spectra are provided in FIGS. 73-74.

Provenance & Evidence