Reaktion #157011

ord-9fa6e7e5aaed42d69144c66dcd3dd2dc

Reaktionsgleichung

O=[N+]([O-])c1cnccc1Cl
4-chloro-3-nitropyridine
CC(C)(C)OC(=O)N[C@@H]1CCCNC1
(R)-3-N-Boc-amino piperidine
CCN(C(C)C)C(C)C
diisopropylethylamine
→
CC(C)(C)OC(=O)N[C@@H]1CCCN(c2ccncc2[N+](=O)[O-])C1
(R)-tert-butyl 1-(3-nitropyridin-4-yl)piperidin-3-ylcarbamate
Ausbeute 99.0%

Edukte

O=[N+]([O-])c1cnccc1Cl
4-chloro-3-nitropyridine
CC(C)(C)OC(=O)N[C@@H]1CCCNC1
(R)-3-N-Boc-amino piperidine
CCN(C(C)C)C(C)C
diisopropylethylamine

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The method of Example 1 was followed using 1 eq each of 4-chloro-3-nitropyridine, (R)-3-N-Boc-amino piperidine and diisopropylethylamine yielding (R)-tert-butyl 1-(3-nitropyridin-4-yl)piperidin-3-ylcarbamate, (99%). LCMS (m/z): 323.1 (MH+); LC Rt=2.13 min.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08822497B2uspto-grants-2014_09