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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1437758Generated: November 1, 2026

Water → HCID 11639635, compound

https://huagongshe.com/reaction/1437758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-AminoacetophenoneHCID 7468—
ReactantHCID 11601706HCID 11601706—
ReactantPotassium tert-butoxideHCID 23665647—
Catalystpalladium(II) acetateHCID 167845—
CatalystBinap, (A+-)-HCID 634876—
SolventTolueneHCID 1140—
ProductHCID 11639635HCID 1163963557.6%

Reaction Steps

To a solution of 2′-chloro-6′-phenyl-3,4,5,6-tetrahydro-2H-[1,4′]bipyridinyl-4-ol (40 mg, 0.13 mmol) in toluene (4 mL) were added potassium tert-butoxide (31 mg, 0.26 mmol), palladium(II)acetate (3 mg, 0.156 mmol), BINAP (4 mg, 0.0065 mmol) and 1-(4-aminophenyl)-ethanone (22 mg, 0.156 mmol) in a 10 mL reaction vessel. This reaction mixture was subjected the microwave radiation, in which the microwave power was 250 W, to attain a reaction temperature of 150° C. After this reaction proceeded for 30 min, water (5 mL) was added to the reaction mixture and the reaction product was extracted with ethyl acetate. The organic layer was dried over sodium sulphate, filtered, and the filtrate concentrated under vacuum. The product was purified through column chromatography using 230-400 mesh silica gel (5% methanol in dichloromethane) to afford the desired compound as a yellow solid (29 mg, yield 55%, purity 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622486B2
Source datasetuspto-grants-2009_11
ORD IDord-088be91f8e614094b50fdc57d613c927
Source noteuspto-grants-2009_11