Phosphoric Acid → HCID 67076828, compound

Participants

Reaction Steps

N-{[1,6-Diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}-4-({8-[(2-hydroxyethyl)(methyl)amino]octanoyl}amino)benzamide [the “free base”, 100 mg, about 0.161 mmol, as a substantially amorphous form thereof, as prepared in Example 1B (alternative preparation no. 2)] was suspended in methyl isobutyl ketone (MIBK, 1 ml), producing a slightly turbid solution. Phosphoric acid (H3PO4, 85 wt % solution in water (commercially available e.g. from Aldrich), 7.9 microliters, 1 equivalent) was added. Methyl isobutyl ketone (MIBK, 0.5 ml) was added. A gum appeared at the bottom of the vial, which was left to temperature cycle between 0° C. and 40° C. for about 2 days. A suspension had formed, and from this the resulting solid was isolated by filtration, washed with isopropanol (0.5 ml) and dried at 40° C. under vacuum overnight. 74.4 mg of dried solid was obtained.

Provenance & Evidence