HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Fluoride → HCID 90418179, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | HCID 19688780 | HCID 19688780 | — |
| Reactant | Methyl 4-amino-3,6-dichloro-5-fluoropicolinate | HCID 22677265 | — |
| Reactant | HCID 90417382 | HCID 90417382 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 90418179 | HCID 90418179 | 17.1% |
Reaction Steps
Combined potassium fluoride (0.365 g, 6.28 mmol), diacetoxypalladium (0.047 g, 0.209 mmol), and 2-(7-chlorobenzofuran-4-yl)-5,5-dimethyl-1,3,2-dioxaborinane (0.609 g, 2.301 mmol), sodium 3,3′,3″-phosphinetriyltribenzenesulfonate tetrahydrate (0.134 g, 0.209 mmol), methyl 4-amino-3,6-dichloro-5-fluoropicolinate (0.5 g, 2.092 mmol). Added water (3 mL) and acetonitrile (1 mL). Heated reaction mixture at 150° C. in a microwave reactor for 6 minutes. Diluted cooled reaction mixture with ethyl acetate and water and filtered through cotton plug. Dried organic phase (Na2SO4) and concentrated under vacuum. Purified by reverse phase chromatography to provide the title compound as a white solid (127 mg, 12.5% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278985B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-84679aa1f84144db88999cf89779edb9 |
| Source note | uspto-grants-2016_03 |