Fumaric Acid → HCID 131729117, compound

Participants

Reaction Conditions

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 dissolved in isopropanol (1 ml) at room temperature. The resulting solution was added to fumaric acid (18.7 mg±1 mg, 1 equivalent) and heated to 40° C. The reaction mixture was left to temperature cycle between 0° C. and 40° C. overnight. The next day, the reaction mixture was a slurry, and the solid from this was isolated by filtration, washed with isopropanol (0.5 ml) and dried at ambient temperature under vacuum overnight. 54.4 mg of dried solid was obtained. NMR data appears to support a stoichiometry consistent with the solid product being substantially a hemifumarate salt.

Provenance & Evidence