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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1593424Generated: November 1, 2026

Potassium Carbonate → 5-(2-Pyridin-4-ylfuran-3-yl)indan-1-one O-methyl oxime

https://huagongshe.com/reaction/1593424

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTriphenylphosphineHCID 11776—
Reactant4-(3-Bromo-furan-2-yl)-pyridineHCID 15721831—
Reactant1-Methoxyimino-indan-5-boronic acidHCID 73414681—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
Product5-(2-Pyridin-4-ylfuran-3-yl)indan-1-one O-methyl oximeHCID 8659541361%

Reaction Steps

A solution of the product of Step 5 (1.2 g, 5.4 mmol ) and the product of Step 6 (2.2 g, 6.4 mmol ) in 1,2-dimethoxyethane (40 ml) and water (20 ml) was treated with potassium carbonate (6.0 g, 43.2 mmol), palladium acetate (0.06 g, 0.27 mmol) and triphenylphosphine (0. 14 g, 0.54 mmol) and heated under reflux for 1.5 hours. After cooling to room temperature, the reaction mixture was poured into water, extracted into ethyl acetate, dried (MgSO4) and concentrated in vacuo. The residue was chromatographed on silica gel eluting with ethyl acetate to afford the title compound (1.0 g, 61%); MS(ES+) m/e 305 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07297694B2
Source datasetuspto-grants-2007_11
ORD IDord-60382491e55543e58c66107ec9886fff
Source noteuspto-grants-2007_11