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Specific substitution pattern and yields of all piperidine-(aminomethyl)quinolines 17a-g, functionalized with a monocyclic piperidine side chain, that were obtained in pure form.
| Compound | OBn? | Aldehyde 10 | Equiv. NaBH4 | Yield (%) |
|---|---|---|---|---|
| 17a | Yes | 10a | 1.5 | 16 |
| 17b | No | 10a | 1.5 + 0.5 | 11 |
| 17c | Yes | 10c | 1.5 + 0.5 | 5a |
| 17d | No | 10c | 1.5 + 0.5 | 26 |
| 17e | No | 10d | 1.5 | 12 |
| 17f | Yes | 10e | 1.5 + 0.5 | 15 |
| 17g | No | 10e | 1.5 + 0.5 | 9 |
Purity >85%, based on 1H NMR and LC-MS analysis.
