HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitrogen → 5-(4-Fluoro-phenyl)-oxazole-4-carboxylic acid [2-(5-oxo-hexyl)-oxazol-4-yl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | [5-(4-Fluoro-phenyl)-oxazole-4-carbonyl]-[2-(5-oxo-hexyl)-oxazol-4-yl]-carbamic acid tert-butyl ester | HCID 67128482 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(4-Fluoro-phenyl)-oxazole-4-carboxylic acid [2-(5-oxo-hexyl)-oxazol-4-yl]-amide | HCID 49839893 | — |
Reaction Steps
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of [5-(4-fluoro-phenyl)-oxazole-4-carbonyl]-[2-(5-oxo-hexyl)-oxazol-4-yl]-carbamic acid tert-butyl ester (41 mg, 0.09 mmol) in dry CH2Cl2 (1.0 mL) was treated at 0° C. with trifluoroacetic acid (0.07 mL, 0.90 mmol). After stirring at rt for 4 h, the reaction mixture was quenched with sat. aq. NaHCO3, extracted with CH2Cl2 (3×10 mL) and the combined org. extracts were dried over Na2SO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by HPLC gave the title compound as a white solid. LC-MS-conditions 01: tR=1.00 min, [M+H]+=372.04.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08674111B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-c8b9be59814e44bf9765bfefb389e630 |
| Source note | uspto-grants-2014_03 |