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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1098486Generated: October 30, 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/1098486

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 numberUS08143271B2
Source datasetuspto-grants-2012_03
ORD IDord-3ab03786bc9c497684b82baea06af946
Source noteuspto-grants-2012_03