HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 7-chloro-3-(3,5-dimethoxyphenyl)-1,8-dimethyl-1,6-naphthyridin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 3,5-dimethoxyphenylacetate | HCID 592191 | — |
| Reactant | 6-Chloro-5-methyl-4-(methylamino)nicotinaldehyde | HCID 86713590 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-chloro-3-(3,5-dimethoxyphenyl)-1,8-dimethyl-1,6-naphthyridin-2(1H)-one | HCID 86713591 | 95% |
Reaction Conditions
| Temperature | 105 °C |
|---|
Reaction Steps
A mixture of 6-chloro-5-methyl-4-(methylamino)nicotinaldehyde (3.11 g, 16.8 mmol), methyl 2-(3,5-dimethoxyphenyl)acetate (4.25 g, 20.2 mmol) and potassium carbonate (2.8 g, 20.3 mmol) in N,N-dimethylformamide (100 mL) was stirred at 105° C. overnight. LCMS monitored the reaction was completed. The reaction mixture was cooled to RT and quenched by water. The precipitate was filtered and dried to get the title compound (5.5 g, crude) as a yellow solid. MS (ES+) C18H17ClN2O3 requires: 344, 346. found: 345, 347 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08802697B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-1aa02eae83eb4a04b5dbe836e7b5c9f7 |
| Source note | uspto-grants-2014_08 |