HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Tert-butyl (1-(3-nitropyridin-4-yl)piperidin-3-yl)methylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Chloro-3-nitropyridine | HCID 2735781 | — |
| Reactant | tert-butyl N-[(piperidin-3-yl)methyl]carbamate | HCID 2756030 | — |
| Product | Tert-butyl (1-(3-nitropyridin-4-yl)piperidin-3-yl)methylcarbamate | HCID 68184584 | 99% |
Reaction Steps
The method of Example 1 was followed using 1 eq each of 4-chloro-3-nitropyridine, tert-butyl piperidin-3-ylmethylcarbamate and diisopropylethylamine yielding tert-butyl (1-(3-nitropyridin-4-yl)piperidin-3-yl)methylcarbamate (99%). LCMS (m/z): 336.9 (MH+); LC Rt=2.27 min. 1H NMR (CDCl3): δ 8.80 (s, 1H), 8.33 (d, J=6.0 Hz, 1H), 6.85 (d, J=6.3 Hz, 1H), 4.63 (bs, 1H), 3.28-3.46 (m, 2H), 2.89-3.15 (m, 3H), 2.69-2.86 (m, 1H), 1.55-1.99 (m, 5H), 1.45 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822497B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-8a27b18a070044b8ae6fb6ad74f438bc |
| Source note | uspto-grants-2014_09 |