Azobisisobutyronitrile → HCID 19697337, compound

Participants

Reaction Steps

A mixture of 526 mg (1.22 mmol) of 5-bromo-2-[4-chloro-2-fluoro-5-(2-propynyloxy)phenyl]-6-fluoro4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione, 822 mL of n-tributyltin hydride (3.06 mmol), and a catalytic amount of AIBN (2,2'-azobis[2-methylpropanenitrile]) in 20 mL of benzene was warmed under reflux for 1h. The mixture was then concentrated under reduced pressure. The crude product was purified by flash chromatography over silica gel eluting with a 1:4 v:v mixture of ethyl acetate and n-hexane to give 332 mg of the title product of Example 5, a compound of the invention, as a colorless oily film. 1H NMR (CDCl3, 300 MHz) δ 1.8-2.0 (m, 2H), 2.3-2.9 (m, 5H), 4.8 (d, 2H), 5.22 (dm, J=50 Hz, 1H), 7.0 (d, 1H), 7.3 (d,1H).

Provenance & Evidence