Hydrogen Bromide → HCID 24985646, compound

Participants

Reaction Conditions

Reaction Steps

Isopropanol (15 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”, 1.5 g, e.g. which can be as prepared in Example 1B) and the mixture was heated at 60° C. for 1 hour to dissolve the free base. 48% Aqueous hydrobromic acid (0.273 ml, 1 equiv.) was added, and the mixture was left to temperature cycle between 0° C. and 40° C. over the weekend (about 3 days). The resulting solid was isolated by filtration, washed with isopropanol (about 5 ml), left on the filter for a while, and then dried under vacuum at 40° C. in a vacuum oven overnight to give the title compound (1.286 g). NMR appeared to show some isopropanol present (e.g. very approx. 0.89% w/w). XRPD appeared to suggest product was partly crystalline material. Ion chromatography of the product appears to confirm that the stoichiometry of the salt is that of a monohydrobromide.

Provenance & Evidence