Reaktion #426161

ord-3dfba595e73349748234e7abaafc136f

Reaktionsgleichung

O=S(=O)(O[C@@H](c1ccc(Cl)nc1)C(F)(F)F)C(F)(F)F
(S)-1-(6-chloropyridin-3-yl)-2,2,2-trifluoroethyl trifluoromethanesulfonate
CC(C)(C)OC(=O)NC1(CF)CCNC1
tert-butyl 3-(fluoromethyl)pyrrolidin-3-ylcarbamate
→
CC(C)(C)OC(=O)NC1(CF)CCN([C@H](c2ccc(Cl)nc2)C(F)(F)F)C1
tert-butyl 1-((R)-1-(6-chloropyridin-3-yl)-2,2,2-trifluoroethyl)-3-(fluoromethyl)pyrrolidin-3-ylcarbamate

Edukte

O=S(=O)(O[C@@H](c1ccc(Cl)nc1)C(F)(F)F)C(F)(F)F
(S)-1-(6-chloropyridin-3-yl)-2,2,2-trifluoroethyl trifluoromethanesulfonate
CC(C)(C)OC(=O)NC1(CF)CCNC1
tert-butyl 3-(fluoromethyl)pyrrolidin-3-ylcarbamate

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigePrepared

Vorschrift

Prepared as described in Example 9B using (S)-1-(6-chloropyridin-3-yl)-2,2,2-trifluoroethyl trifluoromethanesulfonate (1.10 g, 3.20 mmol) and tert-butyl 3-(fluoromethyl)pyrrolidin-3-ylcarbamate (0.70 g, 3.21 mmol) in place of (S)-tert-butyl pyrrolidin-3-ylcarbamate in Step D (1.03 g, 78%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08889704B2uspto-grants-2014_11