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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011390Generated: October 31, 2026

Hydrochloric Acid → HCID 67314726, compound

https://huagongshe.com/reaction/1011390

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantOxindoleHCID 321710—
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantHCID 67315181HCID 67315181—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67314726HCID 6731472629.6%

Reaction Steps

A solution of 1,3-dihydro-indol-2-one (225 mg, 1.55 mmol) in THF (6 mL) is cooled to 0° C. under an Argon atmosphere and treated with a solution of lithium bis(trimethylsilyl)amide (3.5 mL of a 1 M solution in THF, 3.5 mmol) dropwise. The resulting solution is stirred at room temperature for 10 min. A solution of 7-bromo-1-phenyl-1H-furo[3,4-c]pyridin-3-one (305 mg, 1.0 mmol, AcOH salt) is added as a solid to the reaction mixture. The resulting solution is stirred for 3.5 h. The reaction mixture is poured into aqueous 10% HCl solution (50 mL) and stirred at room temperature for 48 h. The precipitate which formed is collected by filtration and dried. The solid obtained is purified by chromatography (silica gel, 30% EtOAc/hexane). The product containing fractions are concentrated to give the title compound as a yellow solid (120 mg, 27%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977351B2
Source datasetuspto-grants-2011_07
ORD IDord-e56429a8bd104abda12adf3dbae5b5d7
Source noteuspto-grants-2011_07