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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203258Generated: October 31, 2026

Potassium Carbonate → HCID 73332620, compound

https://huagongshe.com/reaction/2203258

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
Reactant5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amineHCID 2756555—
ReactantHCID 90077584HCID 90077584—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 73332620HCID 7333262012.4%

Reaction Steps

9-chloro-1-(3-(trifluoromethyl)phenyl)pyrimidino[5,4-c][1,5]naphthyridine-2,4(1H,3H)-dione (400 mg, 1 mmol), 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (440 mg, 2.0 mmol), potassium carbonate (414 mg, 3.0 mmol) and tetrakis(triphenylphosphine)palladium(58 mg, 0.05 mmol) were added to 40 mL dioxane and 2 mL water. The resulting mixture was reacted under reflux in the nitrogen protection for 18 hrs, cooled to room temperature, filtered with Celite, concentrated, and separated by silicagel column chromatography (EtOAc/PE=0-10/1) to obtain a crude product, which was washed with methanol to obtain a yellow solid of 9-(6-aminopyridin-3-yl)-1-(3-(trifluoromethyl)phenyl)pyrimidino[5,4-c][1,5]naphthyridine-2,4(1H,3H)-dione (56 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365572B2
Source datasetuspto-grants-2016_06
ORD IDord-d7ec33c2c7904212b401ac74ccc415b9
Source noteuspto-grants-2016_06