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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200553Generated: November 1, 2026

Hydrochloric Acid → 2-Amino-7-benzyl-1H-purin-6(7H)-one

https://huagongshe.com/reaction/2200553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBenzyl BromideHCID 7498—
Reactant2-amino-9-((2R,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-oneHCID 136614128—
SolventDimethyl SulfoxideHCID 679—
Product2-Amino-7-benzyl-1H-purin-6(7H)-oneHCID 13540770383.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 2-amino-9-((2R,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one (14 g, 49.47 mmol) in DMSO (50 mL) was added (bromomethyl)benzene (10 g, 59.36 mmol). The mixture was stirred at 50° C. overnight. Then the mixture was cooled to room temperature and HCl (50 mL, 10% w.w) was added and the mixture was stirred at 70° C. for 2 h. The reaction was cooled to room temperature, filtered and the filter cake was washed with water and ethanol and dried under vacuum to give 2-amino-7-benzyl-1H-purin-6(7H)-one (10 g, 74.2% yield) as grey solid. LCMS retention time 0.529 min; LCMS MH+ 242.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359359B2
Source datasetuspto-grants-2016_06
ORD IDord-ca1cfa1e94bf438f8d21e35bcab9c0a0
Source noteuspto-grants-2016_06