HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 70003939, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Butyl iodide | HCID 10962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 18551845 | HCID 18551845 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70003939 | HCID 70003939 | 56.2% |
Reaction Steps
The (RS)-(4-cyano-phenylamino)-[5-ethoxy-2-fluoro-4-(2-hydroxy-ethoxy)-phenyl]-acetic acid (226 mg) described in example 1.25 was dissolved in DMF (2 ml). Potassium carbonate (167 mg), n-butyl iodide (556 mg) and tetrabutylammonium iodide (22 mg) were added and the mixture was stirred overnight at r.t. Water was added and the mixture was extracted with EtOAc. The org. phase was washed with water, dried, filtered and concentrated. The product was purified by chromatography (SiO2, EtOAc/hexane) to give 146 mg of (RS)-(4-cyano-phenylamino)-[5-ethoxy-2-fluoro-4-(2-hydroxy-ethoxy)-phenyl]-acetic acid butyl ester as a colorless solid. MS: 453 ([M+Na]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06548694B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-db624014374a4273a7fe84585e3c7f71 |
| Source note | uspto-grants-2003_04 |