HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (S)-3-amino-1-(pyridin-3-ylmethyl)azepan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (S)-tert-butyl 2-oxo-1-(pyridin-3-ylmethyl)azepan-3-ylcarbamate | HCID 68309880 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-3-amino-1-(pyridin-3-ylmethyl)azepan-2-one | HCID 68291953 | 106.8% |
Reaction Steps
In a round bottomed flask, to a stirred solution of (S)-tert-butyl 2-oxo-1-(pyridin-3-ylmethyl)azepan-3-ylcarbamate (150 mg, 0.470 mmol) in DCM (3 mL) was added 2,2,2-trifluoroacetic acid (0.186 mL, 2.35 mmol) at rt under argon. The reaction mixture was stirred at rt for 4 hr. The reaction mixture was concentrated and the residue was dried under vacuum to give (S)-3-amino-1-(pyridin-3-ylmethyl)azepan-2-one (110 mg, 0.502 mmol, 100% yield). Anal. Calcd. for C12H17N3O m/z 219.3. found: 220.3 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346852B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-bde349e7df85461c9827c3731e5fbcb6 |
| Source note | uspto-grants-2016_05 |