Reaktion #1728112

Reaktionsgleichung

tellurium

sodium tetrahydroborate

(4-{7-[5-(1-azido-ethyl)-2-fluoro-pyridin-4-yl]-benzo[b]thiophen-2-yl}-5-fluoro-pyrimidin-2-yl)-(2-[1,2,3]-triazol-1-yl-ethyl)-amine

→

title compound

Ausbeute 52.2%

N-(2-(1H-1,2,3-Triazol-1-yl)ethyl)-4-(7-(5-(1-aminoethyl)-2-fluoropyridin-4-yl)benzo[b]thiophen-2-yl)-5-fluoropyrimidin-2-amine

Ausbeute 52.2%

Lösungsmittel

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturHeat the mixture
2. 2
   Temperaturto refluxing until it
3. 3
   FiltrationFilter off the black solid
4. 4
   WaschenWash the solid with methanol and DCM
5. 5
   SonstigeEvaporate the combined mother liquor
6. 6
   Sonstigeto give the crude product
7. 7
   SonstigePurify the crude product by FCC (chloroform/methanol/ammonium hydroxide, 7/3/0.05)

Vorschrift

Combine tellurium (1.27 g, 10 mmol) and sodium tetrahydroborate (0.9 g, 2.4 mmol) in ethanol (20 mL) under nitrogen. Heat the mixture to refluxing until it becomes a clear red solution. Add 5 mL of the solution to a solution of (4-{7-[5-(1-azido-ethyl)-2-fluoro-pyridin-4-yl]-benzo[b]thiophen-2-yl}-5-fluoro-pyrimidin-2-yl)-(2-[1,2,3]-triazol-1-yl-ethyl)-amine (400 mg, 0.8 mmol) in ethanol (10 mL). Stir the mixture for 20 min at RT. Filter off the black solid. Wash the solid with methanol and DCM. Evaporate the combined mother liquor to give the crude product. Purify the crude product by FCC (chloroform/methanol/ammonium hydroxide, 7/3/0.05) to give the title compound as a yellow solid (200 mg, 52%). MS (ES) m/z 479 [M+1]+.

Quelle