Reaktion #2018687

Reaktionsgleichung

water

(R)-indan-1-yl-(6-bromo-quinolin-2-yl)-amine

DMF

→

2-((R)-indan-1-ylamino)-quinoline-6-carbonitrile

Ausbeute 32.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ethyl acetate (3×100 ml)
2. 2
   WaschenThe combined organic layers were washed with brine (2×50 ml)
3. 3
   Trocknendried (MgSO4)
4. 4
   Sonstigeevaporated
5. 5
   SonstigeThe crude product was purified by flash chromatography (ethyl acetate/heptane) on silica gel and crystallization (diethyl ether/heptane)

Vorschrift

A mixture of (R)-indan-1-yl-(6-bromo-quinolin-2-yl)-amine (1.14 g, 3.36 mmol), zinc cyanide (434 mg, 3.7 mmol) and tetrakis-(triphenylphosphine)-palladium (388 mg, 0.34 mmol) in DMF (12 ml) was heated at 160° C. for 15 min in a microwave reactor. The reaction mixture was poured into water (100 ml) and extracted with ethyl acetate (3×100 ml). The combined organic layers were washed with brine (2×50 ml), dried (MgSO4) and evaporated. The crude product was purified by flash chromatography (ethyl acetate/heptane) on silica gel and crystallization (diethyl ether/heptane) to yield 2-((R)-indan-1-ylamino)-quinoline-6-carbonitrile as light yellow solid (310 mg, 32%).

Quelle