Morpholine → (5S)-1-fluoro-7-(5-fluoro-3-pyridinyl)-3-(4-morpholinyl)spiro[chromeno[2,3-c]pyridine-5,4'-[1,3]oxazol]-2'-amine

HRID 336011

Reaktionsgleichung

Reaktionsgleichung von HRID 336011
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.[NH:33]1[CH2:38][CH2:37][O:36][CH2:35][CH2:34]1>>[F:22][C:10]1[C:9]2[O:8][C:5]3[C:4]([C@@:15]4([CH2:19][O:18][C:17]([NH2:20])=[N:16]4)[C:14]=2[CH:13]=[C:12]([N:33]2[CH2:38][CH2:37][O:36][CH2:35][CH2:34]2)[N:11]=1)=[CH:3][C:2]([C:26]1[CH:27]=[N:28][CH:29]=[C:24]([F:23])[CH:25]=1)=[CH:7][CH:6]=3

Komponenten

4

Edukt 3

HCID 8083MorpholineHCID 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 53465212(5S)-1-fluoro-7-(5-fluoro-3-pyridinyl)-3-(4-morpholinyl)spiro[chromeno[2,3-c]pyridine-5,4'-[1,3]oxazol]-2'-amine

Versuchsvorschrift

The titled compound was synthesized by steps analogous to those described in Method CC4 above using (S)-7-bromo-3-chloro-1-fluoro-5′H-spiro[chromeno[2,3-c]pyridine-5,4′ oxazol]-2′-amine (prepared as described in Method BB33), 5-fluoropyridin-3-ylboronic acid, and morpholine. MS m/z=452.1 [M+H]+. Calculated for C23H19F2N5O3: 451.1.

Quellen und Nachweise

ORD-Eintrag
ord-3512dcc7c042444ea290ceb8653fb063
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08883782B2

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