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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 397982Generated: October 25, 2026

Dimethyl Sulfoxide → (2r,3r,4s,5s)-2-{6-(1-Ethyl-propylamino)-2-[2-(1-methyl-1h-imidazol-4-yl)-ethylamino]-purin-9-yl}-5-(3-methyl-[1,2,4]oxadiazol-5-yl)-tetrahydro-furan-3,4-diol formate

https://huagongshe.com/reaction/397982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
Reactant1-MethylhistamineHCID 3614—
Reactant(2r,3r,4s,5s)-2-[2-Chloro-6-(1-ethyl-propylamino)-purin-9-yl]-5-(3-methyl-[1,2,4]oxadiazol-5-yl)-tetrahydro-furan-3,4-diolHCID 56619484—
Product(2r,3r,4s,5s)-2-{6-(1-Ethyl-propylamino)-2-[2-(1-methyl-1h-imidazol-4-yl)-ethylamino]-purin-9-yl}-5-(3-methyl-[1,2,4]oxadiazol-5-yl)-tetrahydro-furan-3,4-diol formateHCID 70021795—

Reaction Conditions

Temperature92.5 °C

Reaction Steps

Intermediate 11 (0.069 g, 0.163 mmol) and 2-(1-methyl-1H-imidazol-4-yl)ethylamine (0.102 g, 0.815 mmol) were dissolved in DMSO (0.03 ml) and heated at 85-100° C. under nitrogen for 7 days, a further portion of 2-(1-methyl-1H-imidazol-4-yl)ethylamine (0.102 g, 0.815 mmol) was added after the first 5 days. The product was purified by Autoprep. HPLC to give the title compound after freeze drying as a beige solid (0.013 g). LC/MS system A Rt=3.32 min, m/z=512MH+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06610665B1
Source datasetuspto-grants-2003_08
ORD IDord-244625160b4e40a991a77878940c609c
Source noteuspto-grants-2003_08