Hydrochloric Acid → 3-(1-(4-amino-3-(3-fluoro-5-hydroxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(1-(azetidin-3-yl)-1,2,3,6-tetrahydropyridin-4-yl)-1H-isochromen-1-one dihydrochloride

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Reaction Steps

4.0 M HCl in 1,4-dioxane (0.5 ml, 2.000 mmol) was added to a solution of tert-butyl 3-(4-(3-(1-(4-amino-3-(3-fluoro-5-hydroxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-1-oxo-1H-isochromen-4-yl)-5,6-dihydropyridin-1(2 H)-yl)azetidine-1-carboxylate formate (70 mg, 0.100 mmol) in 1,4-dioxane-methanol 3:1 (4 ml). The mixture was stirred for 6 hrs at rt, then volatiles were removed under reduced pressure. Purification by RP-flash chromatography (Biotage 30 g C18 column, gradient elution from 100:0 to 60:40 A/B in 15 CV; A: water/MeCN 95/5+0.01% HCOOH, B: water/MeCN 5/95+0.01% HCOOH) yielded title compound (57 mg, 0.091 mmol, 91% yield) as a white powder.

Provenance & Evidence