HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Methyl 6-[(4,6-Dimethoxypyrimidin-2-yl)oxy]quinolin-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 6-hydroxyquinoline-5-carboxylate | HCID 19077292 | — |
| Reactant | 4,6-Dimethoxy-2-methylsulfonylpyridine | HCID 19077294 | — |
| Product | Methyl 6-[(4,6-Dimethoxypyrimidin-2-yl)oxy]quinolin-5-carboxylate | HCID 19962792 | 89% |
Reaction Steps
0.8 g of methyl 6-hydroxyquinolin-5-carboxylate, 0.96 g of 4,6-dimethoxy-2-methylsulfonylpyridine and 0.82 g of potassium carbonate were stirred in 30 ml of N,N-dimethylformamide at 80° C. for 3 hours. The mixture was returned to room temperature, then poured into ice water and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous magnesium sulfate. The residue obtained by concentration under reduced pressure, was crystallized from a solvent mixture of dichloromethane/isopropyl ether to obtain 1.21 g (yield: 89.0%) of the desired compound. mp: 160°-162° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05616537 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-e43d90e1663e4fddb1a11532e7b30547 |
| Source note | uspto-grants-1997_04 |