HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3,5-Dibromopyridine → (1S,5S)-benzyl 6-(5-bromopyridin-3-yl)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3,5-Dibromopyridine | HCID 69369 | — |
| Edukt | benzyl (1S,5S)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylate | HCID 23635906 | — |
| Produkt | (1S,5S)-benzyl 6-(5-bromopyridin-3-yl)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylate | HCID 23635294 | 47% |
Reaktionsschritte
The product of Example 52D (230 mg, 1.0 mmol) and 3,5-dibromopyridine were processed as described in Example 1E. The crude product was purified by chromatography (SiO2, ethyl acetate, Rf 0.2) to provide the title compound (180 mg, 47% yield). 1H NMR (MeOH-d4, 300 MHz) δ 3.20 (dd, J=12.5, 4.0 Hz, 1H), 3.30 (m, 2H), 3.40 (m, 1H), 3.64 (dd, J=7.8, 3.4 Hz, 1H), 3.95-4.10 (m, 3H), 4.75 (m, 1H), 5.15 (m, 2H), 7.05 (t, J=2.1 Hz, 1H), 7.24 (m, 3H), 7.35 (m, 2H), 7.70 (d, J=2.3 Hz, 1H), 7.93 (d, J=1.7 Hz, 1H); MS (DCI/NH3) m/z 390 (M+2+H)+, 388 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07598236B2 |
| Quelldatensatz | uspto-grants-2009_10 |
| ORD ID | ord-bd89eb797e4a49d381cb4bb3e04179e3 |
| Quellennotiz | uspto-grants-2009_10 |