Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dibutyltin oxide | HCID 61221 | — |
| Reactant | Azidotrimethylsilane | HCID 78378 | — |
| Reactant | 2-{5-{[4-Butyl-1-(5-methoxypyrimidin-2-yl)-2-methyl-6-oxo-1,6-dihydropyrimidin-5-yl]methyl}pyridin-2-yl}benzonitrile | HCID 67979450 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178441723 | HCID 178441723 | 80% |
Reaction Steps
Process 4: Trimethylsilyl azide (8.68 g, 75.3 mmol) and dibutyl tin oxide (55 mg, 0.221 mmol) were added to toluene (20 mL) solution of 2-{5-{[4-butyl-1-(5-methoxypyrimidin-2-yl)-2-methyl-6-oxo-1,6-dihydropyrimidin-5-yl]methyl}pyridin-2-yl}benzonitrile (200 mg, 0.43 mmol), and stirred under argon atmosphere at 95° C. for 24 hours. The reaction solvent was distilled off, and the residue obtained was isolated and purified by silica gel column chromatography (chloroform:methanol=100:1), to obtain 5-{{6-[2-(1H-tetrazol-5-yl)phenyl]pyridin-3-yl}methyl}-6-butyl-3-(5-methoxypyrimidin-2-yl)-2-methylpyrimidin-4(3H)-one (174 mg, 80%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08778954B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-17e900782a254a1884dbe05e4bfa35a9 |
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| Source note | uspto-grants-2014_07 |
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