Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Triazabicyclodecene | HCID 79873 | — |
| Reactant | 5-Bromo-5-(2-methoxyethyl)pyrimidine-2,4,6(1H,3H,5H)-trione | HCID 21931151 | — |
| Reactant | HCID 22349470 | HCID 22349470 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Diisopropyl Ether | HCID 7914 | — |
| Product | HCID 10217587 | HCID 10217587 | 21.7% |
Reaction Steps
A mixture of 4-(2-Pyridin-3-yl-2H-indazol-5-yloxy)-phenol (0.05 grams, 0.17 mmol), 2-methoxyethylbromobarbiturate (0.06 grams, 0.2 mmol), 1,5,7-triazabicyclo[4.4.0]dec-5-ene bound to polystyrene (0.22 grams) and acetonitrile (1.5 mL) was shaken for 48 hours at room temperature. The mixture was treated with a solution of acetic acid in methanol (1:4 v/v), shaken for 20 minutes, and filtered. The filtrate was concentrated in vacuo, and the residue was purified by silica gel chromatography eluting with an ethyl acetate-hexanes gradient (0-100% ethyl acetate). Trituration of the purified product with iso-propyl ether afforded 5-(2-Methoxy-ethyl)-5-[4-(2-pyridin-3-yl-2H-indazol-5-yloxy)-phenoxy]-pyrimidine-2,4,6-trione (0.009 grams) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06919332B2 |
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| Source dataset | uspto-grants-2005_07 |
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| ORD ID | ord-72d1991ebb404f6782f53842e89e0c2c |
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| Source note | uspto-grants-2005_07 |
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