HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 983409Generated: October 27, 2026
Sodium Carbonate → HCID 69357950, compound
https://huagongshe.com/reaction/983409
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 4-Bromo-2-fluorobenzonitrile | HCID 736029 | — |
| Reactant | 4-Bromopyridine-3-carboxylic acid | HCID 2762915 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 69357950 | HCID 69357950 | — |
Reaction Steps
A solution of 2-fluoro-4-bromobenzonitrile in DMF is treated with potassium acetate, bispinacolatoboronate (1.1 equiv.) and catalytic PdCl2(dppf) and heated for 2 h at 80° C. The reaction mixture is cooled to room temperature and 4-bromonicotinic acid (1 equiv.) is added along with fresh catalyst and 2 M Na2CO3 and the resulting mixture is stirred at 80° C. for 18 h. Solvent is removed and the residue is treated with 4N HCl/dioxane in refluxing ethanol for 18 h. The reaction is evaporated and the residue in ethyl acetate is washed with NaHCO3 (aqueous), dried over MgSO4 and evaporated to give 5-(4-cyano-3-fluoro-phenyl)-nicotinic acid ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06864267B2 |
|---|
| Source dataset | uspto-grants-2005_03 |
|---|
| ORD ID | ord-b3f062b220f24a09895bc883525aa714 |
|---|
| Source note | uspto-grants-2005_03 |
|---|
