Succinic Acid → HCID 131729116, compound

Participants

Reaction Conditions

Reaction Steps

Isopropanol (10 ml) was added to 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”, 1 g, e.g. which can be as prepared in Example 1B) and the mixture was heated at 60° C. for 0.5 hour to dissolve the free base. A solution of succinic acid (199 mg, 1.05 equiv.) in isopropanol (2 ml) was added to the solution of the free base, and the mixture was left to temperature cycle between 0° C. and 40° C. for about 3 days. The resulting solid was isolated by filtration, washed with isopropanol (about 2 ml), left on the filter paper for a while, and dried under vacuum at 40° C. in an oven overnight to give the title compound (0.833 g). NMR appeared to show approximately 1:0.471 stoichiometry of free base: succinate, and some isopropanol present (e.g. approximately 0.73% w/w). XRPD appeared to suggest the product was mainly crystalline material.

Provenance & Evidence