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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 331384Generated: October 30, 2026

Hydrogen Bromide → 3-(3,5-Difluorophenyl)-5-hydroxy-2-(pyridin-3-yl)-1H-inden-1-one

https://huagongshe.com/reaction/331384

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantSodium HydroxideHCID 14798—
Reactant3-(3,5-Difluorophenyl)-5-methoxy-2-(pyridin-3-yl)-1H-inden-1-oneHCID 70313614—
SolventAcetic AcidHCID 176—
Product3-(3,5-Difluorophenyl)-5-hydroxy-2-(pyridin-3-yl)-1H-inden-1-oneHCID 7031278799.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 3-(3,5-difluorophenyl)-5-methoxy-2-(pyridin-3-yl)-1H-inden-1-one (210 mg, 0.60 mmol) obtained in Step 4 in AcOH (6 mL) was added HBr (3 mL). The mixture was heated to reflux at 120° C. for 16 h. The reaction mixture was cooled to room temperature and neutralized with 3N—NaOH. The resulting solution was extracted with EtOAc (10 mL). The extracts were washed with H2O and brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by recrystallization with CH2Cl2/hexanes to afford the desired product (200 mg, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877747B2
Source datasetuspto-grants-2014_11
ORD IDord-1ff52a3c09cd4beb9d64f0880d28626c
Source noteuspto-grants-2014_11