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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 915060Generated: October 30, 2026

Sodium Carbonate → HCID 69332626, compound

https://huagongshe.com/reaction/915060

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactanttert-butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylateHCID 16217654—
Reactant6-(5-amino-6-bromo-3-phenyl-2-pyrazinyl)-2-isopropyl-3(2H)-pyridazinoneHCID 86600915—
CatalystHCID 178418397HCID 178418397—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 69332626HCID 6933262672.8%

Reaction Conditions

Temperature102.5 °C

Reaction Steps

Under nitrogen atmosphere, a solution of sodium carbonate (330 mg) in water (2.4 ml) was added to a suspension of 6-(5-amino-6-bromo-3-phenyl-2-pyrazinyl)-2-isopropyl-3(2H)-pyridazinone (300 mg), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate (573 mg) and tetrakis(triphenylphosphine)palladium (27 mg) in dioxane (6 ml) and the mixture was stirred at 100-105° C. for 4 hours. After addition of water (30 ml), a precipitate was collected by filtration and purified by column chromatography on silica gel eluting with a mixture of n-hexane and EtOAc (10:90 v/v) to give a solid. The solid was suspended in acetone and collected by filtration to give 6-[5-amino-3-phenyl-6-(1H-pyrazol-4-yl)-2-pyrazinyl]-2-isopropyl-3(2H)-pyridazinone (211 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07265120B2
Source datasetuspto-grants-2007_09
ORD IDord-e1b59348aa41433eb31169acf50d8fcd
Source noteuspto-grants-2007_09