Sodium Hydroxide → alisertib sodium anhydrous

Participants

Reaction Steps

200 mg of 4-{[9-chloro-7-(2-fluoro-6-methoxyphenyl) -5H-pyrimido[5,4-d][2]benzazepin-2-yl]amino}-2-methoxybenzoic acid was stirred in 4 mL of ethanol in a screw-top vial. 1.1 mol equivalents of sodium hydroxide solution (406 μL, 1.044 M in water) were added. The solid dissolved followed by formation of a yellow precipitate. The sample was a mixture of Form 4 and Form 24. The solid was washed with 10 mL of ethanol and 20 mL of diethyl ether, and dried under vacuum at 70° C. for 2 days, and at 60° C. for a further 3 days to give Form 24. XRPD data for Form 24 is shown in FIG. 17 and Table 7; DSC data is shown in FIG. 18; TGA data is shown in FIG. 19.

Provenance & Evidence