Reacción #1728112

Ecuación de reacción

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

Rendimiento 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

Rendimiento 52.2%

Disolventes

ethanol

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaHeat the mixture
2. 2
   Temperaturato refluxing until it
3. 3
   FiltraciónFilter off the black solid
4. 4
   LavadoWash the solid with methanol and DCM
5. 5
   OtroEvaporate the combined mother liquor
6. 6
   Otroto give the crude product
7. 7
   OtroPurify the crude product by FCC (chloroform/methanol/ammonium hydroxide, 7/3/0.05)

Procedimiento

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]+.

Fuente