HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 61154753, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Trifluoroacetic acid methylene chloride | HCID 21863450 | — |
| Reactant | [(S)-3-Methyl-1-(pyrazin-2-ylcarbamoyl)-butyl]-carbamic acid t-butyl ester | HCID 66894943 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 61154753 | HCID 61154753 | 78.3% |
Reaction Steps
[(S)-3-Methyl-1-(pyrazin-2-ylcarbamoyl)-butyl]-carbamic acid t-butyl ester (0.645 g, 2.09 mmol) was treated with a 30% trifluoroacetic acid/dichloromethane (10 mL) solution at 0° C. and the resulting mixture allowed to warm to room temperature over 1.5 h. At this time the mixture was partioned between ethyl acetate and water and the layers separated. The aqueous phase was made basic (pH=10) by the addition of solid sodium hydroxide. The basic aqueous phase was extracted with ethyl acetate (3×) and the ethyl acetate layers were combined, dried over sodium sulfate, filtered and concentrated in vacuo to afford (S)-2-amino-4-methyl-pentanoic acid pyrazin-2-ylamide (0.341 g, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07741327B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-2233b4189f464a808382746f06db9a78 |
| Source note | uspto-grants-2010_06 |