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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1261126Generated: November 3, 2026

Water → (2,6-difluoro-3-hydroxy-phenyl)-(5-pyridin-3-yl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone

https://huagongshe.com/reaction/1261126

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2,4-difluoro-3-[hydroxy-(5-pyridin-3-yl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methyl]-phenolHCID 58086212—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Product(2,6-difluoro-3-hydroxy-phenyl)-(5-pyridin-3-yl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanoneHCID 58087274—

Reaction Steps

To 2,4-difluoro-3-[hydroxy-(5-pyridin-3-yl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methyl]-phenol (P-0009, 45.0 mg, 1.27 mmol) in tetrahydrofuran (15 mL) and N,N-dimethylformamide (5 mL) was added dichlorodicyanoquinone (87 mg, 3.8 mmol). The reaction was stirred at room temperature for 50 hours. The reaction was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated. The desired compound was isolated by silica gel column chromatography eluting with 5% methanol in methylene chloride to give a white solid (P-0066, 7 mg, 15.6%). MS (ESI) [M+H+]+=352.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08470818B2
Source datasetuspto-grants-2013_06
ORD IDord-601303c7922b4152b07718ea88dab8e1
Source noteuspto-grants-2013_06