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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1369387Generated: October 31, 2026

Allyl Alcohol → HCID 178479934, compound

https://huagongshe.com/reaction/1369387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl AlcoholHCID 7858—
ReactantSodium HydroxideHCID 14798—
Reactant1-(2-(6-amino-8-(3-fluorophenyl)-9-methyl-9H-2-purinyl)-1-ethynyl)-1-cyclopentanolHCID 9841364—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178479934HCID 17847993436%

Reaction Steps

To 50 mg of 1-{2-[6-amino-8-(3-fluorophenyl)-9-methyl-9H-2-purinyl]-1-ethynyl}-1-cyclopentanol were added 3.0 ml of allyl alcohol and 1.0 ml of 5M NaOH, the mixture was stirred at room temperature for 10 minutes, 1.0 ml of THF was added thereto and the mixture was stirred again at room temperature for 15 hours and 40 minutes. The solvent was evaporated and then 200 ml of ethyl acetate and water (1:1) were added and an extraction was carried out. The aqueous layer was extracted with 100 ml of ethyl acetate again and the all organic layers were combined and washed with water and with brine once each. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated. The resulting residue was purified by a p-TLC (CH2Cl2:MeOH=10:1), the resulting yellowish white crystals were suspended in diethyl ether and the suspension was filtered to give 217 mg of the title compound as white crystals. The yield was 36%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06579868B1
Source datasetuspto-grants-2003_06
ORD IDord-9353bf60e72c43cf8ebef2ea5f7d0944
Source noteuspto-grants-2003_06