HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (2R)-3-(2-Fluorophenyl)-N-methyl-2-(methylamino)propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Sesquicarbonate | HCID 10791 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | N-((1R)-2-(2-Fluorophenyl)-1-(methylcarbamoyl)ethyl)-N-methylcarbamic acid tert-butylester | HCID 54285994 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2R)-3-(2-Fluorophenyl)-N-methyl-2-(methylamino)propionamide | HCID 54111884 | 67.7% |
Reaction Steps
N-((1R)-2-(2-Fluorophenyl)-1-(methylcarbamoyl)ethyl)-N-methylcarbamic acid tert-butylester (2.4 g; 7.73 mmol) was dissolved in methylene chloride. Trifluoroacetic acid (1 0 mL) was added and the reaction mixture was stirred for 30 min at room temperature. Methylene chloride (30 mL), an aqueous solution of sodium hydrogen carbonate/sodium carbonate (pH 9; 30 mL) and sodium hydrogen carbonate (solid) were added to the reaction mixture until pH 8. The organic phase was dried (magnesium sulfate) and evaporated in vacuo to afford 1.1 g of (2R)-3-(2-fluorophenyl)-N-methyl-2-(methylamino)-propionamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06939880B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-5cc1eb061592428d9bd49122378779eb |
| Source note | uspto-grants-2005_09 |