Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Chloro-3-nitro-6,7-dihydro-5H-cyclopenta[b]pyridine | HCID 86726686 | — |
| Reactant | HCID 86726798 | HCID 86726798 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 86726797 | HCID 86726797 | 78.2% |
Reaction Steps
A mixture of 4-chloro-3-nitro-6,7-dihydro-5H-cyclopenta[b]pyridine (210 mg, 1.0 mmol), tert-butyl [(3R,5S)-4-hydroxy-4,5-dimethylpiperidin-3-yl]carbamate (255 mg, 1.04 mmol) and triethylamine (296 μL, 2.12 mmol) in isopropyl alcohol (1 mL) was stirred at 80° C. for 2 h. The solvent was evaporated under reduced pressure and the resulting residue was purified by chromatography on silica gel eluting with 25% EtOAc in hexanes to give the sub-title compound as a yellow oil (318 mg, 74%). LCMS calc. for C20H31N4O5 (M+H)+ m/z=407.2. found 407.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09200004B2 |
|---|
| Source dataset | uspto-grants-2015_12 |
|---|
| ORD ID | ord-b9ed237e3e8d46cbad40936d54f8cf41 |
|---|
| Source note | uspto-grants-2015_12 |
|---|