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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050392Generated: November 1, 2026

Water → HCID 118599129, compound

https://huagongshe.com/reaction/1050392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantDimethylacetamideHCID 31374—
ReactantCyclopropanecarboxamideHCID 80376—
ReactantHCID 118598829HCID 118598829—
ProductHCID 118599129HCID 118599129—

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of 6′-hydroxy-8′-methyl-2′H-spiro[cyclohexane-1,3′-imidazo[1,5-a]pyridine]-1′,5′-dione (3, 1 g, 4.03 mmol) in dimethylacetamide (20 mL) is added potassium carbonate (1.67 g, 12.09 mmol) and 4-bromopyrimidine (4, 0.77 g, 4.84 mmol). The reaction is stirred at 130° C. overnight. The resulting mixture is cooled to room temperature, poured into water and extracted with dichloromethane. The organic layer is dried over magnesium sulfate, filtered and concentrated. The crude is purified via column chromatography to afford 8′-methyl-6′-(pyrimidin-4-yloxy)-2′H-spiro[cyclohexane-1,3′-imidazo[1,5-a]pyridine]-1′,5′-dione (Cpd. No. 209).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382248B2
Source datasetuspto-grants-2016_07
ORD IDord-bf25e911a576401db74429762d3430c7
Source noteuspto-grants-2016_07