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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634526Generated: October 30, 2026

HCID 123310675, compound → HCID 91809170, compound

https://huagongshe.com/reaction/634526

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 123310675HCID 123310675—
SolventHydrochloric AcidHCID 313—
SolventEthanolHCID 702—
ProductHCID 91809170HCID 9180917080%

Reaction Steps

3-(1-(4-amino-3-(3-((tert-butyldimethylsilyl)oxy)-5-fluorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-phenyl-1H-isochromen-1-one single enantiomer (intermediate Q.3, second eluted enantiomer under the conditions described above, 0.038 g, 0.063 mmol) was dissolved in a solution of 1M HCl in EtOH (0.2 mL) and stirred at room temperature for 5 hrs. The volatiles were removed under reduced pressure and the residue was purified by flash chromatography on silica gel cartridge (DCM to DCM:MeOH=97:3) to afford title compound as a white solid (0.025 g, 0.05 mmol, 80%). This compound proved to be the first eluted enantiomer under Chiral HPLC conditions of Method A5: Rt=7.3 min, ee>99%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321776B2
Source datasetuspto-grants-2016_04
ORD IDord-6124a97e224947518c5a2a5b65fb48ee
Source noteuspto-grants-2016_04