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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634501Generated: October 29, 2026

Ethanol → HCID 118131394, compound

https://huagongshe.com/reaction/634501

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantBoron tribromideHCID 25134—
ReactantHCID 118131387HCID 118131387—
SolventFormic AcidHCID 284—
SolventDichloromethaneHCID 6344—
SolventAcetonitrile--water (1/1)HCID 18373917—
ProductHCID 118131394HCID 11813139476.1%

Reaction Steps

1M Boron tribromide in DCM (2.1 ml, 2.100 mmol) was added to a solution of 3-(1-(4-amino-3-(3-fluoro-5-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-isochromen-1-one hydrochloride (226 mg, 0.373 mmol) in DCM (12 ml) and the resulting mixture was stirred at rt for 16 hrs. The suspension was slowly added at 0° C. to EtOH. The resulting mixture was concentrated under reduced pressure. Purification by RP-flash chromatography (Biotage 30 g C18 column, gradient elution from 100:0 to 60:40 A/B in 15 CV; A: water/MeCN 95/5+0.01% HCOOH, B: water/MeCN 5/95+0.01% HCOOH) yielded the title compound (168 mg, 0.284 mmol, 76% yield) as a pale yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321776B2
Source datasetuspto-grants-2016_04
ORD IDord-eb2657d99f6a480aa9d3ac0945638489
Source noteuspto-grants-2016_04