HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Bromo-2-chloro-3-methylpyridine → benzyl (1S,5S)-6-(6-chloro-5-methyl-3-pyridinyl)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Bromo-2-chloro-3-methylpyridine | HCID 285434 | — |
| Reactant | benzyl (1S,5S)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylate | HCID 23635906 | — |
| Product | benzyl (1S,5S)-6-(6-chloro-5-methyl-3-pyridinyl)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylate | HCID 23635534 | 11% |
Reaction Steps
The product of Example 52D (1.30 g, 5.60 mmol) and 5-bromo-2-chloro-3-methylpyridine (1.73 g, 8.39 mmol) were processed according to the procedure described in Example 1E. The crude product was purified by chromatography (SiO2, ethyl acetate:hexane, 1:1) to provide the title compound (0.22 g, 11% yield) which was used directly in the next step without further purification. MS (DCI/NH3) m/z 358, 360 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07319106B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-31d4f389efd04d2e862b10c388735975 |
| Source note | uspto-grants-2008_01 |