5-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acid → (3S)-N-methyl-1-({5-[4-methyl-5-(trifluoromethyl)isoxazol-3-yl]thien-2-yl}carbonyl)piperidine-3-carboxamide

HRID 1514146

Reaktionsgleichung

Reaktionsgleichung von HRID 1514146
FC(F)(F)C1ON=C(C2SC(C(O)=O)=CC=2)C=1C.ClC1C=CN=CC=1NC(C1SC(C2C(C)=C(C(F)(F)F)ON=2)=CC=1)=O.[CH3:44][NH:45][C:46]([C@@H:48]1[CH2:53][CH2:52][CH2:51][N:50]([C:54]([C:56]2[S:57][C:58]([C:61]3[C:65]([CH3:66])=[C:64]([C:67]([F:70])([F:69])[F:68])[O:63][N:62]=3)=[CH:59][CH:60]=2)=[O:55])[CH2:49]1)=[O:47]>>[CH3:44][NH:45][C:46]([C@H:48]1[CH2:53][CH2:52][CH2:51][N:50]([C:54]([C:56]2[S:57][C:58]([C:61]3[C:65]([CH3:66])=[C:64]([C:67]([F:69])([F:70])[F:68])[O:63][N:62]=3)=[CH:59][CH:60]=2)=[O:55])[CH2:49]1)=[O:47]

Komponenten

4

Edukt 3

HCID 252109975-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acidHCID 252113845-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acid (4-chloro-pyridin-3-yl)-amideHCID 25212207HCID 25212207, Verbindung

Produkt 1

HCID 25212208(3S)-N-methyl-1-({5-[4-methyl-5-(trifluoromethyl)isoxazol-3-yl]thien-2-yl}carbonyl)piperidine-3-carboxamideAusbeute 81 %

Versuchsvorschrift

Prepared from 5-(5-Trifluoromethyl-4-methyl-isoxazol-3-yl)-thiophene-2-carboxylic acid and (3S)-N-methylpiperidine-3-carboxamide (Preparative Example 32) in the same manner as the 3R isomer (Example 89) to afford product as a colorless solid (303 mg, 81%). LC/MS 5.88 min, [M+1]+ 402.

Quellen und Nachweise

ORD-Eintrag
ord-0d593f4614d04eadb3f3ccedd2c0aa8d
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08222243B2

Verknüpfte Notizen

Wird geladen…