HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (2R)-2-[(2R)-4-(4-aminophenyl)-3-oxomorpholin-2-yl]-N-(4-cyanophenyl)-2-hydroxyacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Anisole | HCID 7519 | — |
| Reactant | tert-butyl N-[4-[(2R)-2-[(1R)-2-(4-cyanoanilino)-1-hydroxy-2-oxoethyl]-3-oxomorpholin-4-yl]phenyl]carbamate | HCID 67222096 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | (2R)-2-[(2R)-4-(4-aminophenyl)-3-oxomorpholin-2-yl]-N-(4-cyanophenyl)-2-hydroxyacetamide | HCID 67032877 | 92.6% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To compound 26-4 (1.65 g), was added trifluoroacetic acid (10 mL) with anisole (0.2 mL) at 0° C. The reaction mixture was stirred at 0° C. for 1 hour then Et2O was added into the mixture to precipitate. The precipitate was collected by filtration and washed with Et2O. Then the precipitate was solved in water and the solution was basified with sat. NaHCO3 aq. The precipitate was collected by filtration and washed with H2O to obtain compound 26-5 (1.2 g) as a pale brown amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987242B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-c4f3107153b349db8beab8280952077f |
| Source note | uspto-grants-2015_03 |