HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitrogen → 5-(3-Fluoro-phenyl)-thiazole-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-(3-Fluoro-phenyl)-thiazole-4-carbonyl]-[2-(5-oxo-hexyl)-oxazol-4-yl]-carbamic acid tert-butyl ester | HCID 67128569 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(3-Fluoro-phenyl)-thiazole-4-carboxylic acid [2-(5-oxo-hexyl)-oxazol-4-yl]-amide | HCID 49839892 | — |
Reaction Steps
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of [5-(3-fluoro-phenyl)-thiazole-4-carbonyl]-[2-(5-oxo-hexyl)-oxazol-4-yl]-carbamic acid tert-butyl ester (30 mg, 0.06 mmol) in dry CH2Cl2 (1.0 mL) was treated at 0° C. with trifluoroacetic acid (0.05 mL, 0.64 mmol). After stirring at rt for 3 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 colorless oil. LC-MS-conditions 01: tR=0.99 min, [M+H]+=388.04.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08674111B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-45fa2ca2dca94afcb614101f32732cdc |
| Source note | uspto-grants-2014_03 |