HCID 18753697, compound → HCID 18753706, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 4-(t-butyldimethylsilanyloxy)cyclopent-2-enyloxy acetate (3.4 g, 13.3 mmol) in DMF (140 mL) was added tetrakis(triphenylphosphine)palladium (1.54 g, 1.3 mmol) and 9-chloro-3-methyl-5H-isoxazolo[4,3-c]quinolin-4-one potassium salt (4.4 g, 16.2 mmol). The reaction mixture was stirred at 55° C. for 6 hours. It was diluted with ethyl acetate, washed (brine), dried (Na2SO4), filtered and concentrated. Column chromatography (silica gel, hexanes/ethyl acetate, gradient) gave desired product (5.7 g, 67%). 1H NMR (CDCl3, 400 MHz) δ; 7.83 (m, 1H); 7.22 (m, 2H); 6.50 (t, 1H); 5.84 (m, 2H); 4.85 (t, 1H); 2.82 (s, 3H); 2.78 (m, 1H); 2.02 (m, 1H); 0.81 (s, 9H); 0.02 (s, 3H); 0.00 (s, 3H).

Provenance & Evidence