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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478564Generated: November 2, 2026

Sodium Carbonate → HCID 73504501, compound

https://huagongshe.com/reaction/1478564

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-Methyl-4-(2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)ethyl)piperazineHCID 53440265—
ReactantHCID 73507291HCID 73507291—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 73504501HCID 735045014%

Reaction Conditions

Temperature105 °C

Reaction Steps

(S)-4-(5-bromopyrimidin-2-yl)-2-((6-(1-methyl-1H-pyrazol-4-yl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)morpholine 15 mg (0.03 mmol) was dissolved in dioxane 1 ml, and 1-methyl-4-(2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)phenoxy)ethyl)piperazine 17 mg (0.05 mmol), 1M Na2CO3 98 μl (0.09 mmol), and Pd(pph3)4 2 mg (0.001 mmol) were added and then charged with nitrogen, followed by stirring at 105° C. for 18 hours. After the reaction, the reaction mixture was extracted with EA and brine, and the organic layer was dried over MgSO4. Column chromatography (methylene chloride methanol=20:1) gave a product 0.7 mg (4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403831B2
Source datasetuspto-grants-2016_08
ORD IDord-eb8f6adf8f3848e388fe0d988692008a
Source noteuspto-grants-2016_08