Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | (3-Acetamidophenyl)boronic acid | HCID 157274 | — |
| Reactant | HCID 12225441 | HCID 12225441 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68703823 | HCID 68703823 | 24% |
Reaction Steps
According to Scheme 6 Step 1: To a stirred solution of 5-methoxy-1,2,4-triazin-3(2H)-one (1 g, 7.9 mmol) in DMF (5 mL) were successively added the 3-acetamidophenylboronic acid (1.4 g, 7.9 mmol), copper(II) acetate (1.4 g, 7.9 mmol) and pyridine (1.2 g, 7.9 mmol). The mixture was stirred overnight at 60° C. The reaction mixture was quenched with a saturated sodium bicarbonate solution and extracted with ethyl acetate (×3). The combined organic layers were washed successively with water, brine, dried over MgSO4, filtered and concentrated. The crude product was purified by flash chromatography, 70 g column, CH2Cl2/MeOH 98/2 to afford (0.493 g, 24%) of N-(3-(5-methoxy-3-oxo-1,2,4-triazin-2(3H)-yl)phenyl)acetamide
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08779129B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-b26a3a359049432d963ca4474aaf1930 |
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| Source note | uspto-grants-2014_07 |
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