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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44846Generated: October 26, 2026

Potassium Carbonate → (R)-3-(1-(8-cyclopentyl-7-ethyl-5-methyl-6-oxo-5,6,7,8-tetrahydropteridin-2-yl)-1H-imidazol-2-yl)oxazolidin-2-one

https://huagongshe.com/reaction/44846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-OxazolidinoneHCID 73949—
Reactanttrans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 2733821—
Reactant(R)-2-(2-bromo-1H-imidazol-1-yl)-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-oneHCID 58405307—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Solvent1,4-DioxaneHCID 31275—
Product(R)-3-(1-(8-cyclopentyl-7-ethyl-5-methyl-6-oxo-5,6,7,8-tetrahydropteridin-2-yl)-1H-imidazol-2-yl)oxazolidin-2-oneHCID 584056056.4%

Reaction Conditions

Temperature110 °C

Reaction Steps

(R)-2-(2-bromo-1H-imidazol-1-yl)-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one (Example 65, 0.11 g, 0.271 mmol), oxazolidin-2-one (35 mg, 0.406 mmol), CuI (10 mg, 0.054 mmol), trans-1,2-bis(methylamino)cyclohexane (15 mg, 0.108 mmol) and K2CO3 (74 mg, 0.542 mmol) were dissolved in 1 mL of dioxane in a screw cap vial and a stream of nitrogen was bubbled through the mixture for 2 minutes. The resulting solution was stirred at 110° C. for 18 h. The reaction mixture filtered and concentrated, then purified by preparative HPLC to give the title compound (7.1 mg). LCMS: 412.2 m/z (M+H)+; ret. Time: 3.24 min (Analytical Method A).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541418B2
Source datasetuspto-grants-2013_09
ORD IDord-9a888af2c8b642b59563c8d3106b1c25
Source noteuspto-grants-2013_09