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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1826543Generated: November 1, 2026

Quinoline → HCID 58647268, compound

https://huagongshe.com/reaction/1826543

Reaction equation

Participants

RoleNameHCIDCharge
ReactantQuinolineHCID 7047—
ReactantHCID 22133963HCID 22133963—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductHCID 58647268HCID 58647268—

Reaction Steps

To a solution of 200 mg of 4-[6-amino-9-ethyl-8-(3-fluorophenyl)-9H-2-purinyl]-2-methyl-3-butyn-2-ol in 20 ml of methanol were added 5 μl of quinoline and 20 mg of 10% palladium/barium carbonate and the mixture was stirred in a hydrogen atmosphere at room temperature for 10 minutes. The palladium/barium carbonate was filtered off and the filtrate was concentrated and then the resulting residue was subjected to a silica gel column chromatography (15 g of silica gel; dichloromethane-dichloromethane/methanol=60:1-40:1) to give (Z)-4-[6-amino-9-ethyl-8-(3-fluorophenyl)-9H-2-purinyl]-2-methyl-3-buten-2-ol. This was dissolved in methanol and five drops of 5N hydrochloric acid were added thereto followed by concentrating. Ethyl acetate and ether were added to the resulting residue and the crystals were collected by filtration and washed with ether to give 851 mg of the product. The yield was 26%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE039112E1
Source datasetuspto-grants-2006_05
ORD IDord-c3b6e37e7d1b4697bf9f406f81464177
Source noteuspto-grants-2006_05