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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634519Generated: October 31, 2026

HCID 123825481, compound → HCID 118131051, compound

https://huagongshe.com/reaction/634519

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 123825481HCID 123825481—
SolventHydrochloric AcidHCID 313—
SolventEthanolHCID 702—
ProductHCID 118131051HCID 11813105174%

Reaction Steps

3-(1-(4-amino-3-(3-((tert-butyldimethylsilyl)oxy)-5-fluorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(thiazol-5-yl)-1H-isochromen-1-one single enantiomer (intermediate R.3, second eluted enantiomer under the conditions described above, 0.089 g, 0.14 mmol) was dissolved in a solution of 1M HCl in EtOH (0.5 ml) and the mixture was stirred at RT overnight. The volatiles were removed under reduced pressure and the residue was purified by flash chromatography on silica gel cartridge (DCM to DCM:MeOH=95:5) to afford title compound as a pale blue solid (0.048 g, 0.096 mmol, 74%). This compound proved to be the second eluted enantiomer under Chiral HPLC conditions of Method A7: Rt=20.1 min, ee=98.4%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321776B2
Source datasetuspto-grants-2016_04
ORD IDord-0591e6d909e64ab1b877a0ccc01f0152
Source noteuspto-grants-2016_04