HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 69355460, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 5-(4-Cyano-3-fluoro-phenyl)-nicotinic acid ethyl ester | HCID 69357950 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 69355460 | HCID 69355460 | — |
Reaction Steps
A mixture of 5-(4-cyano-3-fluoro-phenyl)-nicotinic acid ethyl ester from Example 1a, potassium acetate (2 equiv.), and 18-crown-6 ether (2 equiv.) in MeCN is heated at reflux in 36 h. The mixture is cooled, aqueous sodium carbonate is added and stirred at room temperature overnight. The mixture was extracted with ether (discarded). The aqueous layer is neutralized with 1N HCl, extracted with EtOAc, dried over MgSO4, and concentrated. Purification by flash column chromatography gives 5-(4-cyano-3-hydroxy-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-64ad88f3e4ab4e33b10a215e3ed424f0 |
| Source note | uspto-grants-2005_03 |