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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-(3,5-Difluorophenyl)-5-methoxy-2-(pyridin-3-yl)-1H-inden-1-one | HCID 70313614 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 3-(3,5-Difluorophenyl)-5-hydroxy-2-(pyridin-3-yl)-1H-inden-1-one | HCID 70312787 | 99.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08877747B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-1ff52a3c09cd4beb9d64f0880d28626c |
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| Source note | uspto-grants-2014_11 |
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