Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Uracil | HCID 1174 | — |
| Reactant | Hexamethyldisilazane | HCID 13838 | — |
| Reactant | HCID 68525073 | HCID 68525073 | — |
| Catalyst | Tin tetrachloride | HCID 24287 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68524223 | HCID 68524223 | — |
Reaction Steps
To uracil (200 mg, 1.8 mmol) was added hexamethyldisilazane (5 mL), and the resulting solution was stirred for 5.5 hours at 150° C. Insoluble matter was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was dissolved in a solution of acetonitrile (10 mL)-THF (5 mL), and to this solution were added 3,4-dichloro-N-[6-(4-chloromethylphenoxy)pyridin-3-yl]benzamide (500 mg, 1.2 mmol) and tin tetrachloride (3 drops). The resulting solution was refluxed for 2.5 hours. To this reaction solution was added methanol (1 mL), and the resulting solution was stirred for 30 minutes at room temperature. The resulting reaction solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (methanol:chloroform=1:99→3:97), to thereby yield 20 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08236826B2 |
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| Source dataset | uspto-grants-2012_08 |
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| ORD ID | ord-8060058e44a540c888815cf8869a6a97 |
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| Source note | uspto-grants-2012_08 |
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