HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (S)-2-sec-Butylamino-6-(2-fluorophenyl)-isonicotinic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Fluorophenylboronic acid | HCID 2734354 | — |
| Reactant | HCID 86614996 | HCID 86614996 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (S)-2-sec-Butylamino-6-(2-fluorophenyl)-isonicotinic acid methyl ester | HCID 68815473 | 75.4% |
Reaction Steps
Add (S)-2-sec-butylamino-6-chloroisonicotinic acid methyl ester (1.40 g, 5.75 mmol), 2-fluorophenylboronic acid (1.0 g, 7.15 mmol), tetrakis(triphenylphosphine)palladium (0) (0.664 g, 0.575 mmol), potassium carbonate (2.38 g, 17.3 mmol) and 1,4-dioxane (25 mL) to a sealed flask flushed with nitrogen. Heat and stir the mixture overnight and cool to room temperature. Filter the mixture through a filtering agent, concentrate and purify (silica gel chromatography, eluting with 4:96 ethyl acetate:hexanes) to give the title compound (1.31 g, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585885B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-61167592ce754676a9278fb76d82d4ee |
| Source note | uspto-grants-2009_09 |