Diisopropylethylamine → HCID 118131274, compound

Participants

Reaction Steps

3-(1-(4-Amino-3-(3-fluoro-5-hydroxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(1-benzyl-1,2,5,6-tetrahydropyridin-3-yl)-1H-isochromen-1-one hydrochloride (example 169, 0.5 g, 0.799 mmol), was dissolved in DCM (3 ml) at 0° C.; DIPEA (0.395 ml, 2.262 mmol) and 1-chloroethyl carbonochloridate (0.651 ml, 6.03 mmol) were added at 0° C. under vigorous stirring and the reaction was stirred for 5 min at 0° C. and for 2 hrs at 60° C. The reaction was allowed to cool to RT and quenched with 5 ml of MeOH; the mixture was stirred for further 2.5 hrs at 60° C. and evaporated under reduced pressure to give a crude which was purified by reverse phase flash chromatography on C-18 cartridge (H2O:CH3CN=95:5 to 50:50, with 0.1% HCOOH) to afford title compound (0.068 g, 0.125 mmol, 16%).

Provenance & Evidence