HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Acetate → Ethyl 1-(2,4-dimethoxybenzyl)-6-fluoro-7-(3-fluorophenyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 3-Fluorophenylboronic acid | HCID 2733986 | — |
| Reactant | Ethyl 7-chloro-1-(2,4-dimethoxybenzyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate | HCID 13937202 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 1-(2,4-dimethoxybenzyl)-6-fluoro-7-(3-fluorophenyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate | HCID 67275331 | — |
Reaction Steps
A solution of EXAMPLE 7F (210 mg), potassium acetate (176 mg), 3-fluorobenzeneboronic acid (84 mg), and (1,1′-bis(diphenylphosphino)ferrocene)dichloropalladium (II) (12 mg) in DMF (6 mL) was heated at 90° C. for 3 hours then cooled, diluted with dichloromethane, washed with water, and dried (Na2SO4), filtered, and concentrated; and the concentrate was flash chromatographed on silica gel with 0-2% methanol/dichloromethane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163769B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-34d661efe2a94066a55063a0b922053c |
| Source note | uspto-grants-2012_04 |