Reaktion #607975

Reaktionsgleichung

(3aR,6aR)-hexahydrocyclopenta[b]pyrrol-2(1H)-one

2-fluoro-5-iodopyridine

Cs2CO3

→

title compound

Ausbeute 55.0%

(3aR,6aR)-1-(5-iodopyridin-2-yl)hexahydrocyclopenta[b]pyrrol-2(1H)-one

Ausbeute 55.0%

Lösungsmittel

toluene

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationthe solids were filtered off
2. 2
   Waschenwashed with ethyl acetate
3. 3
   EinengenThe filtrate was concentrated in vaccuo
4. 4
   Sonstigethe residue was purified by flash chromatography (SiO2, 20 g)

Vorschrift

To a solution of (3aR,6aR)-hexahydrocyclopenta[b]pyrrol-2(1H)-one (210 mg, 1.68 mmol) and 2-fluoro-5-iodopyridine (412 mg, 1.85 mmol, 1.1 equiv.) in toluene (1.1 ml) were added Cs2CO3 (656 mg, 2.01 mmol, 1.2 equiv.) The reaction was stirred for 16 h at 105° C. The residue was taken up in ethyl acetate, the solids were filtered off and washed with ethyl acetate. The filtrate was concentrated in vaccuo and the residue was purified by flash chromatography (SiO2, 20 g) using a 0% to 60% ethyl acetate in heptane gradient. One obtains the title compound, (300 mg 55%), as a colorless oil, MS: m/e=329.4 (M+H+).

Quelle