HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Chloro-6-fluoro-2-(5-fluoropyridin-3-yl)-3-methylquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (5-Fluoropyridin-3-yl)boronic acid | HCID 44717403 | — |
| Reactant | 2,4-Dichloro-6-fluoro-3-methylquinoline | HCID 59631220 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-Chloro-6-fluoro-2-(5-fluoropyridin-3-yl)-3-methylquinoline | HCID 59631091 | — |
Reaction Steps
Prepared according to general Procedure F using 2,4-dichloro-6-fluoro-3-methylquinoline (300 mg, 1.3 mmol), 5-fluoropyridin-3-ylboronic acid (160 mg, 1.3 mmol), tetrakis(triphenylphosphine)palladium(0) (151 mg, 0.13 mmol), sodium carbonate (242 mg, 2.28 mmol) in toluene:water (5 mL:2 mL) and heating at 130° C. overnight. After purification 4-chloro-6-fluoro-2-(5-fluoropyridin-3-yl)-3-methylquinoline was obtained as a white solid. Mass Spectrum (ESI) m/e=291.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08940724B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-23801ea3da244b39bc49d77023967b6a |
| Source note | uspto-grants-2015_01 |