Reaktion #157159

ord-d3b32348e2d1487bb39558951df5849f

Reaktionsgleichung

CC(C)(C)OC(=O)NC1CN(c2ccncc2N)CCC1F
(+/−)-tert-butyl 1-(3-aminopyridin-4-yl)-4-fluoropiperidin-3-ylcarbamate
Nc1cc(F)c(Br)nc1C(=O)O
3-amino-6-bromo-5-fluoro-picolinic acid
→
CC(C)(C)OC(=O)N[C@H]1CCCN(c2ccncc2NC(=O)c2nc(Br)c(F)cc2N)C1
(S)-tert-butyl 1-(3-(3-amino-6-bromo-5-fluoro-picolinamido)pyridin-4-yl)piperidin-3-ylcarbamate
Ausbeute 40.0%

Edukte

CC(C)(C)OC(=O)NC1CN(c2ccncc2N)CCC1F
(+/−)-tert-butyl 1-(3-aminopyridin-4-yl)-4-fluoropiperidin-3-ylcarbamate
Nc1cc(F)c(Br)nc1C(=O)O
3-amino-6-bromo-5-fluoro-picolinic acid

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigewere reacted

Vorschrift

Following Method 11 of Example 305, (+/−)-tert-butyl 1-(3-aminopyridin-4-yl)-4-fluoropiperidin-3-ylcarbamate and 3-amino-6-bromo-5-fluoro-picolinic acid were reacted yielding (S)-tert-butyl 1-(3-(3-amino-6-bromo-5-fluoro-picolinamido)pyridin-4-yl)piperidin-3-ylcarbamate (40%). LCMS (m/z): 509.0 (MH+), LC Rt=3.04 min.

Quelle

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