Reaktion #426871

Reaktionsgleichung

2-([1,2,4]Triazolo[4,3-a]pyridin-3-yl)-8-bromo-6-fluoroquinoline

tert-butyl piperidin-4-ylmethylcarbamate

Cs2CO3

→

tert-butyl(1-(2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)-6-fluoroquinolin-8-yl)piperidin-4-yl)methylcarbamate

Ausbeute 97.0%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solution was purged with Argon
2. 2
   TemperaturThe reaction was cooled to ambient temperature
3. 3
   Filtrationfollowed by filtration through a celite plug
4. 4
   Sonstigeto remove catalyst
5. 5
   SonstigeThe crude reaction
6. 6
   Einengenwas concentrated in vacuo
7. 7
   Sonstigeused without further purification (97 mg, 97% yield)

Vorschrift

2-([1,2,4]Triazolo[4,3-a]pyridin-3-yl)-8-bromo-6-fluoroquinoline (70 mg, 0.20 mmol), tert-butyl piperidin-4-ylmethylcarbamate (56.8 mg, 0.27 mmol), and Cs2CO3 (66 mg, 0.20 mmol) were weighed into a 5.0 mL reaction vial and suspended in 2.0 mL of anhydrous toluene. The solution was purged with Argon followed by addition of Pd2dba3 (93.4 mg, 0.10 mmol), Binap-rac (12.7 mg, 0.020 mmol), then heated to 95° C. for 48 hours. The reaction was cooled to ambient temperature, followed by filtration through a celite plug to remove catalyst. The crude reaction was concentrated in vacuo and used without further purification (97 mg, 97% yield). MS APCI (+) m/z 477 (M+1) detected.

Quelle