HuagongsheHuagongshe Chemistry Print Report · For research reference only
benzyl (1S,5S)-6-(6-chloro-5-methyl-3-pyridinyl)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylate → (1R,5S)-6-(6-chloro-5-methyl-3-pyridinyl)-3,6-diazabicyclo[3.2.0]heptane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | benzyl (1S,5S)-6-(6-chloro-5-methyl-3-pyridinyl)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylate | HCID 23635534 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | (1R,5S)-6-(6-chloro-5-methyl-3-pyridinyl)-3,6-diazabicyclo[3.2.0]heptane | HCID 9813282 | 80% |
Reaction Steps
The product from Example 87A (220 mg, 0.61 mmol) in trifluoroacetic acid (6 mL) was heated at 60° C. for 2 hours, cooled to room temperature, concentrated, and purified by chromatography on silica gel (CH2Cl2:MeOH:NH4OH, 90:10:1) to afford the title compound as an oil (100 mg, 80% yield). MS (DCI/NH3) m/z 224, 226 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06809105B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-7b0ee01b362a452e9d696ee822a27019 |
| Source note | uspto-grants-2004_10 |