Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → HCID 86618944, compound

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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)] and (+)-camphorsulfonic acid (37.4 mg±1 mg, 1 equivalent) were suspended in methyl isobutyl ketone (MIBK, 5 ml). The resulting solution/suspension was left to temperature cycle between 0° C. and 40° C. overnight. The next day, a suspension had formed, and from this the resulting solid was isolated by filtration, washed with methyl isobutyl ketone (MIBK, 1 ml) and dried at 40° C. under vacuum overnight. 111.4 mg of dried solid was obtained. NMR data appears to support a stoichiometry consistent with the solid product being substantially a mono-(+)-camphorsulfonate.

Provenance & Evidence