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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 395277Generated: October 26, 2026

2-Amino-1-butanol, (-)- → 8-(4-Hydroxy-bicyclo[2.2.2]oct-1-yl)-6-(1-hydroxymethyl-propylamino)-3-propyl-3,7-dihydro-purin-2-one

https://huagongshe.com/reaction/395277

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-1-butanol, (-)-HCID 2723856—
Reactant8-(4-Hydroxy-bicyclo[2.2.2]oct-1-yl)-6-methylsulfanyl-3-propyl-3,7-dihydro-purin-2-oneHCID 11405330—
SolventDimethyl SulfoxideHCID 679—
Product8-(4-Hydroxy-bicyclo[2.2.2]oct-1-yl)-6-(1-hydroxymethyl-propylamino)-3-propyl-3,7-dihydro-purin-2-oneHCID 69148051—

Reaction Conditions

Temperature150 °C

Reaction Steps

8-(4-Hydroxy-bicyclo[2.2.2]oct-1-yl)-6-methylsulfanyl-3-propyl-3,7-dihydro-purin-2-one (125 mg, 0.36 mmol) was dissolved in 3 mL of DMSO along with an excess of an appropriate amino alcohol (e.g., (R)-(−)-2-amino-1-butanol (0.24 mL, 7 eq) for compound 2). The resulting reaction mixture was stirred at 150° C. for 3 h. It was then cooled to rt and purified by preparative HPLC to afford 110 mg of the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06605601B2
Source datasetuspto-grants-2003_08
ORD IDord-d7d40e7b2ac149ce847a278623620f2c
Source noteuspto-grants-2003_08