Reacción #160691

ord-ac161f98e9044e7b9d7483e345b98f2a

Ecuación de reacción

O=[N+]([O-])c1cnccc1Cl
4-chloro-3-nitropyridine
CC(C)(C)OC(=O)N[C@H]1CCCNC1
(S)-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
(S)-tert-butyl 1-(3-nitropyridin-4-yl)piperidin-3-ylcarbamate
Rendimiento 99.0%

Reactantes

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

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

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

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08829193B2uspto-grants-2014_09