Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | Cyclopropanecarboxamide | HCID 80376 | — |
| Reactant | HCID 118598829 | HCID 118598829 | — |
| Product | HCID 118599129 | HCID 118599129 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09382248B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-bf25e911a576401db74429762d3430c7 |
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| Source note | uspto-grants-2016_07 |
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