HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 6-bromo-4-methyl-2-o-tolyl-2H-[1,2,4]triazine-3,5-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 6-bromo-4-methyl-1,2,4-triazine-3,5(2h,4h)-dione | HCID 260564 | — |
| Reactant | 2-Methylphenyl boronic acid | HCID 2733267 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-bromo-4-methyl-2-o-tolyl-2H-[1,2,4]triazine-3,5-dione | HCID 58269758 | 75% |
Reaction Steps
0.5 g (2.43 mmol) of intermediate 2a are placed in the presence of 0.4 mL (4.85 mmol) of pyridine, 0.66 g (4.85 mmol) of o-tolyl boronic acid, 0.66 g (3.64 mmol) of copper acetate in 50 mL of CH2Cl2. The reaction medium is stirred for 24 h at room temperature and then filtered on celite. The filtrate is washed with water, and then with 0.01N hydrochloric acid. After drying on MgSO4, the organic phase is dry concentrated. After washing the obtained residue with diethyl ether, 0.54 g of a white solid corresponding to the compound 41 are isolated (yield 75%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618287B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-5a995bddab3044f694c4664d26f44fd0 |
| Source note | uspto-grants-2013_12 |