HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 67458256, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Morpholinecarbonyl chloride | HCID 84810 | — |
| Reactant | HCID 67457204 | HCID 67457204 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67458256 | HCID 67458256 | — |
Reaction Steps
To a solution of (S)-pyrrolidine-2-carboxylic acid (3-tert-butyl-isoxazol-5-yl)-amide; hydrochloride (0.2 g; 0.731 mmol) in N,N-dimethylformamide (2 mL) is added morpholine carbonylchloride (0.084 mL; 0.731 mmol) and N,N-diisopropylethylamine (0.267 mL; 1.535 mmol) and the reaction mixture stirred overnight at room temperature. After this time, the mixture is diluted with water and extracted with ethyl acetate. The combined organics are washed with 1N hydrochloric acid and brine, dried (Na2SO4), filtered and concentrated in vacuo. The crude material is purified by preparative HPLC to afford title compound. ESI m/z 351 [M+H]+/349 [M−H]−
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629157B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-eb3b64da53e6497f8f80518c3a3f22e2 |
| Source note | uspto-grants-2014_01 |