Dimethylformamide → 1-(5-Tert-Butyl-2-Methoxy-Phenyl)-3-[4-(2-Methyl-Pyrimidin-4-Yloxy)-Naphthalen-1-Yl]-Urea

Participants

Reaction Conditions

Reaction Steps

1-(5-tert-Butyl-2-methoxy-phenyl)-3-[4-(2-chloro-pyrimidin-4-yloxy)-naphthalen-1-yl]-urea (50 mg, 0.1 mmol) was dissolved in 0.4 mL of DMF. To this was added PdCl2(PPh3)2 (10 mol %), o-methoxyboronic acid (32 mg, 0.2 mmol) in 2 mL of DME/H2O/EtOH (7:3:2) and 0.53 mL of Na2CO3 (2M). The reaction was heated in a Smith synthesizer microwave for 3 min at 160° C. The product was concentrated on silica and purified (15-30% EtOAc-hexanes) to provide 13 mg (23%) of the title compound as an off-white foam.

Provenance & Evidence