HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-Chloro-2-(3,5-difluorophenyl)-3-methyl-1,8-naphthyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (3,5-Difluorophenyl)boronic acid | HCID 2734338 | — |
| Reactant | 2,4-Dichloro-3-methyl-1,8-naphthyridine | HCID 22082661 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-Chloro-2-(3,5-difluorophenyl)-3-methyl-1,8-naphthyridine | HCID 59631517 | — |
Reaction Steps
Prepared according to procedure F using 2,4-dichloro-3-methyl-1,8-naphthyridine (0.4 g, 1.877 mmol), 3,5-difluorophenylboronic acid (0.445 g, 2.82 mmol), Pd(PPh3)4 (0.217 g, 0.188 mmol), potassium carbonate (0.519 g, 3.75 mmol) in toluene (6 mL) at 95° C. for 18 h. Purification by column chromatography (silica gel; 0-25% EtOAc in hexanes) gave 4-chloro-2-(3,5-difluorophenyl)-3-methyl-1,8-naphthyridine as a yellow amorphous solid. Mass Spectrum (ESI) m/e=291.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765940B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-a4ab91fb07d7497e8045a8876a340967 |
| Source note | uspto-grants-2014_07 |