Reaktion #530

Reaktionsgleichung

COc1cccc(Br)c1

Cc1cc2ccc(OC(F)(F)F)

→

COc1cccc(-n2c(C)cc3c

Ausbeute 65.5%

Lösungsmittel

Cc1ccccc1

Reaktionsbedingungen

Vorschrift

EN04773-51, _Buchwald coupling,_ ** _J. Med. Chem. 2009, page 3846-3854 (exactly same reaction)._** The indole from 4773-41, 1-bromo-3-methoxybenzenee,Pd2(dba)3, JohnPhos and KOtBu were dissolved in toluene. The mixture was warmed at 120 °C for 1h and ~65% conversion was observed on NMR*(see attached NMR). Reaction seems to work fine and assumed better yield than in 4773-50. This could be due to that bromides generally perform better than iodines in the Buchwald coupling. This test reaction was thrown away.

Quelle