Reacción #1983177

Ecuación de reacción

water

Compound

2-Methyl-6-(3-piperidin-4-ylideneprop-1-ynyl)pyridine

2-bromo-5-nitrofuran

potassium carbonate

→

2-Methyl-6-{3-[1-(5-nitrofuran-2-yl)piperidin-4-ylidene]prop-1-yn-1-yl}pyridine

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with EtOAc
2. 2
   LavadoThe combined organic layers were washed with brine
3. 3
   Otrodried on Na2SO4
4. 4
   Otroevaporated to dryness in vacuo
5. 5
   Otroto afford a residue, which
6. 6
   Otrowas purified by flash chromatography
7. 7
   Lavadoeluting with Petroleum Ether-EtOAc 6:4 affording the title product (94 mg) as a yellow solid

Procedimiento

A suspension of the Compound of Example 3 (100 mg, 0.47 mmol), 2-bromo-5-nitrofuran (98 mg, 0.51 mmol) and potassium carbonate (72 mg, 0.52 mmol) in DMF (2 mL) was stirred at r.t. for 4 h. Afterwards, the reaction mixture was poured into water and extracted with EtOAc. The combined organic layers were washed with brine, dried on Na2SO4 and evaporated to dryness in vacuo to afford a residue, which was purified by flash chromatography eluting with Petroleum Ether-EtOAc 6:4 affording the title product (94 mg) as a yellow solid.

Fuente