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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693331Generated: November 1, 2026

Water → HCID 86641357, compound

https://huagongshe.com/reaction/1693331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
ReactantHCID 86641355HCID 86641355—
CatalystHCID 178419050HCID 178419050—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86641357HCID 86641357100%

Reaction Conditions

Temperature40 °C

Reaction Steps

4-[Bis(tert-butoxycarbonyl)amino]-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-2,7-dihydro-6-thia-1,2,3,5-tetraazabenzo[cd]azulen-8-yl trifluoromethanesulfonate (50 mg) was dissolved in 1,4-dioxane (4 ml). Pyrimidine-5-boronic acid (13 mg), a 2 N sodium carbonate solution (2 ml) and bis(triphenylphosphine)palladium (II) dichloride (5 mg) were added and the mixture was stirred at 40° C. for two hours. Water was placed into the reaction solution, followed by extraction with ethyl acetate. The resulting organic layer was sequentially washed with water and brine and dried over anhydrous sodium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (chloroform-methanol) to obtain the title compound as an oil (45 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158638B2
Source datasetuspto-grants-2012_04
ORD IDord-29959d1cea304b5ca4de7d3bc46b9693
Source noteuspto-grants-2012_04