Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Isoamyl Nitrite | HCID 8053 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | HCID 59363805 | HCID 59363805 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 68603919 | HCID 68603919 | 65% |
Reaction Steps
A flask was charged with 4-(2-ethylanilin-4-yl)-6-[2-(2-methoxyethoxy)phenyl]-pyrimidin-2(1H)-one (5.5 g, 15 mmol), chloroform (150 mL), acetic anhydride (6.2 mL, 66.7 mmol) and potassium acetate (2.54 g, 30 mmol). The mixture was heated at 40° C. for 2 hours followed by the addition of isoamyl nitrite (5.24 mL, 39 mmol). The resulting mixture was heated to 60° C. overnight, concentrated under reduced pressure, neutralized with sodium bicarbonate, and extracted with EtOAc. The organic layer was concentrated under reduced pressure, and purified by column chromatography to give 4-(3-methyl-1-acetyl-1H-indazol-5-yl)-6-(2-{[2-(methyloxy)ethyl]oxy}phenyl)pyrimidin-2(1H)-one (4.0 g, 65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08324231B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-7a9192bbaa8f4e3f8e1332b02ae6a096 |
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| Source note | uspto-grants-2012_12 |
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