HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitrogen → 2-Ethyl-5-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 | (2-Ethyl-5-phenyl-oxazole-4-carbonyl)-[2-(5-oxo-hexyl)-oxazol-4-yl]-carbamic acid tert-butyl ester | HCID 67128691 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Ethyl-5-phenyl-oxazole-4-carboxylic acid [2-(5-oxo-hexyl)-oxazol-4-yl]-amide | HCID 49839894 | — |
Reaction Steps
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of (2-ethyl-5-phenyl-oxazole-4-carbonyl)-[2-(5-oxo-hexyl)-oxazol-4-yl]-carbamic acid tert-butyl ester (43 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=1.05 min, [M+H]+=382.12.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08674111B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-8265d9e2bbea4c639a33171d71f9a9bd |
| Source note | uspto-grants-2014_03 |