3-(1-(4-amino-3-(3-fluoro-5-hydroxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(5-(piperazin-1-ylmethyl)thiophen-2-yl)-1H-isochromen-1-one dihydrochloride → 3-(1-(4-amino-3-(3-(benzyloxy)-5-fluorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(4-(3-(dimethylamino)prop-1-en-1-yl)phenyl)-1H-isochromen-1-one

Participants

Reaction Steps

The title compound was made in a similar way as that of the compound of example 134, step a, from 4-(4-(3-(dimethylamino)prop-1-en-1-yl)phenyl)-3-(1-hydroxyethyl)-1H-isochromen-1-one (intermediate B45, 220 mg, 0.630 mmol) and 3-(3-(benzyloxy)-5-fluorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (Intermediate G18, 0.63 mmol, 211 mg) to give 3-(1-(4-amino-3-(3-(benzyloxy)-5-fluorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(4-(3-(dimethylamino)prop-1-en-1-yl)phenyl)-1H-isochromen-1-one (120 mg, 0.18 mmol, 43.1% yield) as a yellow oil.

Provenance & Evidence