Reaktion #505909

Reaktionsgleichung

thienopyridine

Ethyl 2-(4-(7-(2-fluoro-4-nitrophenoxy)thieno[3,2-b]pyridin-2-yl)-1H-imidazol-1-yl)acetate

sodium borohydride

→

title compound 375

Ausbeute 91.0%

Ethyl 2-(4-(7-(4-amino-2-fluorophenoxy)thieno[3,2-b]pyridin-2-yl)-1H-imidazol-1-yl)acetate

Ausbeute 91.0%

Lösungsmittel

EtOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationfiltered through celite
2. 2
   Wascheneluting with 1:1 ethyl acetate/ethanol
3. 3
   Einengenconcentrated

Vorschrift

To a solution of thienopyridine 374 (0.25 g, 0.56 mmol) and nickel chloride hexahydrate (0.26 g, 1.1 mmol) in absolute EtOH (50 mL) was added sodium borohydride (0.085 g, 2.2 mmol) in small portions. The resulting mixture was stirred at r.t. for 1 h, then filtered through celite, run through a short plug of silica, eluting with 1:1 ethyl acetate/ethanol, and concentrated, affording title compound 375 (0.21 g, 91% yield). LRMS (M+H): 413.1.

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