HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 54676179, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Phenylacetyl chloride | HCID 7679 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 54676200 | HCID 54676200 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54676179 | HCID 54676179 | 25% |
Reaction Steps
To a suspension of a mixture containing 1-(3-cyanophenyl)-4-hydroxy-1,8-naphthyridin-2 (1H)-one (958 mg, 3.64 mmol) in DMF (16 ml) was added sodium hydride (about 60%, 350 mg, 8.74 mmol, 2.4 eq.), and the mixture was stirred until the production of hydrogen was completed. Next, after phenylacetyl chloride (563 mg, 3.64 mmol, 1.0 eq.) was added, the mixture was stirred at room temperature, admixed with water, acidified with hydrochloric acid, filtered off to give precipitates which were washed with water. The resultant residue was purified by flash column chromatography to afford 1-(3-cyanophenyl)-4-hydroxy-3-(1-oxo-2-phenylethyl)-1,8-naphthyridin-2 (1H)-one (341 mg, 25%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07608716B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-1b95f2cd5c024d11882c49b87b3c21a7 |
| Source note | uspto-grants-2009_10 |