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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634488Generated: October 30, 2026

Ethanol → 3-(1-(4-amino-3-(3-fluoro-5-hydroxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(morpholinomethyl)-1H-isochromen-1-one

https://huagongshe.com/reaction/634488

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant3-(1-(4-amino-3-(3-fluoro-5-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(morpholinomethyl)-1H-isochromen-1-oneHCID 118131497—
SolventDichloromethaneHCID 6344—
SolventBoron tribromideHCID 25134—
Product3-(1-(4-amino-3-(3-fluoro-5-hydroxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(morpholinomethyl)-1H-isochromen-1-oneHCID 11813132215.6%

Reaction Steps

To a solution of 3-(1-(4-amino-3-(3-fluoro-5-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(morpholinomethyl)-1H-isochromen-1-one (0.033 g) in dry DCM (2 ml), 1M BBr3 in DCM (0.93 ml, 0.93 mmol) was added and the solution was stirred at room temperature for 2.5 hrs. The solution was cooled to 0° C. and ethanol (8 ml) was added. The solution was evaporate to dryness and crude was purified by flash chromatography in silica-NH cartridge (DCM to DCM:MeOH=90:10) affording title compound as a pale orange solid (5 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321776B2
Source datasetuspto-grants-2016_04
ORD IDord-b58d7a26da3d4a6fa294f51a679aa36c
Source noteuspto-grants-2016_04