Triphenylphosphine → 1-methyl-6-(4-(1-(pyridin-2-yl)piperidin-4-yloxy)-3-(trifluoro-methyl)phenyl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile

HRID 517949Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 517949
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([C:14]#[N:15])[C:11]3[N:16]=[N:17][N:18]([CH3:19])[C:10]=3[CH:9]=2)=[CH:4][C:3]=1[C:20]([F:23])([F:22])[F:21].[N:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[N:30]1[CH2:35][CH2:34][CH:33](O)[CH2:32][CH2:31]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>CN1C(=O)CCC1>[CH3:19][N:18]1[C:10]2[CH:9]=[C:8]([C:5]3[CH:6]=[CH:7][C:2]([O:1][CH:33]4[CH2:32][CH2:31][N:30]([C:25]5[CH:26]=[CH:27][CH:28]=[CH:29][N:24]=5)[CH2:35][CH2:34]4)=[C:3]([C:20]([F:23])([F:22])[F:21])[CH:4]=3)[N:13]=[C:12]([C:14]#[N:15])[C:11]=2[N:16]=[N:17]1

Komponenten

6

Edukt 4

HCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 106074171-(Pyridin-2-yl)piperidin-4-olHCID 1363523116-(4-hydroxy-3-(trifluoromethyl)-phenyl)-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile

Produkt 1

HCID 672940871-methyl-6-(4-(1-(pyridin-2-yl)piperidin-4-yloxy)-3-(trifluoro-methyl)phenyl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

6-(4-hydroxy-3-(trifluoromethyl)phenyl)-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile (0.940 mmol, 300 mg), 1-(pyridin-2-yl)piperidin-4-ol (1.410 mmol, 251 mg) and Triphenylphosphine (1.410 mmol, 370 mg) were suspended in NMP (1 ml) and DIAD (1.410 mmol, 0.278 ml, 285 mg) added. The mixture was stirred at room temperature overnight. The reaction mixture was passed down an SCX column to afford 1-methyl-6-(4-(1-(pyridin-2-yl)piperidin-4-yloxy)-3-(trifluoro-methyl)phenyl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile. (0.024 g)

Quellen und Nachweise

ORD-Eintrag
ord-66da03b0a468496c8f41a3133f25e1ba
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115126B2

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