HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 121458877, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 57572868 | HCID 57572868 | — |
| Reactant | HCID 121447978 | HCID 121447978 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 121447978 | HCID 121447978 | — |
| Product | HCID 121458877 | HCID 121458877 | 197.8% |
Reaction Steps
Ethyl 7-fluoro-1-(4-fluorophenyl)-6-(methyl(pyridin-3-ylmethyl)amino)-4-oxo-1,4-dihydroquinoline-3-carboxylate (U) was prepared from 5-bromo-2,4-difluorobenzoyl chloride via a method analogous to that described in Examples 1 and 9. Compound U (27 mg, 0.060 mmol, 1.0 eq) was dissolved in 1,4-dioxane (0.5 mL) and 1N sodium hydroxide (0.12 mL, 0.12 mmol, 2.0 eq) was added. The reaction was stirred until complete by LCMS, at which time it was neutralized to pH 4-5 with 1N HCl and concentrated to dryness. The residue was suspended in 10% methanol in DCM and filtered. The organics were concentrated to afford 25 mg (99%) of the title compound as an off-white solid that was used without further purification. ES-MS [M+1]+: 422.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382208B1 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-c9b3ddd1648246b680c64d43e964ef01 |
| Source note | uspto-grants-2016_07 |