Sodium Carbonate → HCID 67288556, compound

Participants

Reaction Conditions

Reaction Steps

A solution of ethyl 6-chloro-7-(4-(6-chloropyridazin-3-ylcarbamoyl)phenoxy)chroman-4-carboxylate (0.131 g, 0.268 mmol), 2-chloro-4-(trifluoromethyl)phenylboronic acid (0.0903 g, 0.402 mmol), and 20% aqueous sodium carbonate (0.426 ml, 0.805 mmol) in toluene (2 ml) was degassed with argon, then tetrakis(triphenylphosphine)palladium (0.0155 g, 0.0134 mmol) was added and the reaction was heated to 110° C. for 16 hours. The reaction mixture was loaded directly onto silica gel and purified eluting with a linear gradient of 5-70% EtOAc/hexanes to yield the desired compound (0.034 g, 0.0538 mmol, 20.0% yield).

Provenance & Evidence