3,3-Difluoropyrrolidine hydrochloride → (S)-3-(3,3-difluoropyrrolidin-1-yl)-1-fluoro-7-(5-fluoropyridin-3-yl)-5'-H-spiro[chromeno[2,3-c]pyridine-5,4'-oxazol]-2'-amine

HRID 336004

Reaktionsgleichung

Reaktionsgleichung von HRID 336004
Br[C:2]1[CH:3]=[C:4]2[C@@:15]3([CH2:19][O:18][C:17]([NH2:20])=[N:16]3)[C:14]3[CH:13]=[C:12](Cl)[N:11]=[C:10]([F:22])[C:9]=3[O:8][C:5]2=[CH:6][CH:7]=1.[F:23][C:24]1[CH:25]=[C:26](B(O)O)[CH:27]=[N:28][CH:29]=1.Cl.[F:34][C:35]1([F:40])[CH2:39][CH2:38][NH:37][CH2:36]1>>[F:34][C:35]1([F:40])[CH2:39][CH2:38][N:37]([C:12]2[N:11]=[C:10]([F:22])[C:9]3[O:8][C:5]4[C:4]([C@@:15]5([CH2:19][O:18][C:17]([NH2:20])=[N:16]5)[C:14]=3[CH:13]=2)=[CH:3][C:2]([C:26]2[CH:27]=[N:28][CH:29]=[C:24]([F:23])[CH:25]=2)=[CH:7][CH:6]=4)[CH2:36]1

Komponenten

4

Edukt 3

HCID 249034823,3-Difluoropyrrolidine hydrochlorideHCID 44717403(5-Fluoropyridin-3-yl)boronic acidHCID 58466258(S)-7-bromo-3-chloro-1-fluoro-5'H-spiro[chromeno[2,3-c]pyridine-5,4' oxazol]-2'-amine

Produkt 1

HCID 53464258(S)-3-(3,3-difluoropyrrolidin-1-yl)-1-fluoro-7-(5-fluoropyridin-3-yl)-5'-H-spiro[chromeno[2,3-c]pyridine-5,4'-oxazol]-2'-amine

Versuchsvorschrift

The title compound was synthesized by steps analogous to those described in method CC4 above, but using (S)-7-bromo-3-chloro-1-fluoro-5′H-spiro[chromeno[2,3-c]pyridine-5,4′-oxazol]-2′-amine (prepared by steps analogous to those described in BB33), 5-fluoropyridin-3-ylboronic acid and 3,3-difluoropyrrolidine hydrochloride.

Aufarbeitung

  1. customprepared by steps analogous to

Quellen und Nachweise

ORD-Eintrag
ord-8ba04a28ee6f4cb8b46a57181d841dae
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08883782B2

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