Trifluoroacetic acid → 1-methyl-6-(6-(2-(piperidin-4-yl)ethoxy)-5-(trifluoromethyl)pyridin-3-yl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile trifluoroacetate

HRID 517975Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 517975
[C:1]([C:3]1[C:8]2[N:9]=[N:10][N:11]([CH3:12])[C:7]=2[CH:6]=[C:5]([C:13]2[CH:14]=[C:15]([C:35]([F:38])([F:37])[F:36])[C:16]([O:19][CH2:20][CH2:21][CH:22]3[CH2:27][CH2:26][N:25](C(OC(C)(C)C)=O)[CH2:24][CH2:23]3)=[N:17][CH:18]=2)[N:4]=1)#[N:2].[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42]>ClCCl.C(#N)C>[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42].[CH3:12][N:11]1[C:7]2[CH:6]=[C:5]([C:13]3[CH:18]=[N:17][C:16]([O:19][CH2:20][CH2:21][CH:22]4[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]4)=[C:15]([C:35]([F:36])([F:37])[F:38])[CH:14]=3)[N:4]=[C:3]([C:1]#[N:2])[C:8]=2[N:9]=[N:10]1

Komponenten

5

Edukt 2

HCID 6422Trifluoroacetic acidHCID 70945099HCID 70945099, Verbindung

Produkt 1

HCID 866733511-methyl-6-(6-(2-(piperidin-4-yl)ethoxy)-5-(trifluoromethyl)pyridin-3-yl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile trifluoroacetateAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6342AcetonitrileLösungsmittelHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

To a solution of tert-butyl 4-(2-(5-(4-cyano-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridin-6-yl)-3-(trifluoromethyl)pyridin-2-yloxy)ethyl)piperidine-1-carboxylate (1.15 g) in dichloromethane (10 ml) and acetonitrile (5 ml), trifluoroacetic acid (2 ml) was added and the mixture stirred at 20° C. for 1 h then solvent evaporated under reduced pressure. The resulting residue was dissolved in ethyl acetate (10 ml) and diethyl ether added dropwise until the mixture turned cloudy. The solution was allowed to stand for two hours. The desired product was collected by filtration and washed with ether, dried in vacuum oven to give 920 mg 1-methyl-6-(6-(2-(piperidin-4-yl)ethoxy)-5-(trifluoromethyl)pyridin-3-yl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile trifluoroacetate (78%).

Aufarbeitung

  1. customsolvent evaporated under reduced pressure
  2. dissolutionThe resulting residue was dissolved in ethyl acetate (10 ml)
  3. additiondiethyl ether added dropwise until the mixture
  4. waitto stand for two hours
  5. filtrationThe desired product was collected by filtration
  6. washwashed with ether
  7. customdried in vacuum oven

Quellen und Nachweise

ORD-Eintrag
ord-19ebbbcb137b4839bc3c23d211e28a88
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115126B2

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