Reaktion #579627

Reaktionsgleichung

4-[1,3]dioxolan-2-yl-2-methylphenol

4-[1,3]dioxolan-2-yl-2-methoxyphenol

5-chloropyrazine-2-carbonitrile

K2CO3

→

title compound

Ausbeute 96.0%

5-(4-[1,3]dioxolan-2-yl-2-methylphenoxy)pyrazine-2-carbonitrile

Ausbeute 96.0%

Lösungsmittel

DMF

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenWash the organic layer with saturated aqueous NaHCO3 (2× 25 mL) and brine (1× 25 mL)
2. 2
   TrocknenDry over Na2CO3
3. 3
   Filtrationfilter
4. 4
   Einengenconcentrate
5. 5
   SonstigePurify by flash chromatography
6. 6
   Wascheneluting with 30% ethyl acetate in hexanes

Vorschrift

Take up 4-[1,3]dioxolan-2-yl-2-methylphenol (Example 388, Part C2) (0.288 g, 2.06 mmol), 5-chloropyrazine-2-carbonitrile (0.372 g, 2.06 mmol) and K2CO3 (0.428 g, 3.10 mmol) in DMF (13.8 mL). Beat at 100° C. for 45 minutes. Cool to 80° C. and stir overnight. Dilute the reaction mixture with dichloromethane (100 mL). Wash the organic layer with saturated aqueous NaHCO3 (2× 25 mL) and brine (1× 25 mL). Dry over Na2CO3, filter and concentrate. Purify by flash chromatography eluting with 30% ethyl acetate in hexanes to give the title compound (0.560 g, 95.58%): TLC [silica gel 60 F254, 30% ethyl acetate in hexanes] Rf=0.52.

Quelle