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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238003Generated: October 30, 2026

Boron tribromide → 4-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2,5-difluorophenol

https://huagongshe.com/reaction/238003

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
Reactant3-(2,5-difluoro-4-methoxyphenyl)-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 24905176—
SolventDichloromethaneHCID 6344—
Product4-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2,5-difluorophenolHCID 13594797436.6%

Reaction Steps

3-(2,5-difluoro-4-methoxyphenyl)-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (BA63) (20 mg, 0.06 mmol) was dissolved in CH2Cl2 (2 ml) and BBr3 (0.630 mL, 0.63 mmol) was added slowly with a syringe, while stirring. The reaction was stirred at room temperature for overnight then concentrated in vacuo and purified using by RP-HPLC (MeCN:H2O:0.1% TFA) to yield BA93 (6.7 mg, 35% yield). ESI-MS (M+H)+ m/z calcd 306.1, found 306.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642604B2
Source datasetuspto-grants-2014_02
ORD IDord-f13630d9ac9c48e099722450e156e3db
Source noteuspto-grants-2014_02