(4,4-Dimethyl-2-oxo-1,4-dihydro-2H-3,1-benzoxazin-6-yl)boronic acid → 3-chloro-5-(4,4-dimethyl-2-oxo-1,4-dihydro-2H-benzo[d][1,3]oxazin-6-yl)benzonitrile

Participants

Reaction Steps

4,4-dimethyl-2-oxo-1,4-dihydro-2H-benzo[d][1,3]oxazin-6-boronic acid (0.45 g, 2.04 mmol) was heated with 3-bromo-5-chlorobenzonitrile (0.42 g, 1.94 mmol) in alcohol SDA 3A 190 proof in the presence of soda ash (0.23 g, 2.17 mmol) and 5% Pd on BaSO4 or 5% Pd on CaCO3 to produce 3-chloro-5-(4,4-dimethyl-2-oxo-1,4-dihydro-2H-benzo[d][1,3]oxazin-6-yl)benzonitrile in good yields with good purity.

Provenance & Evidence