Sodium Carbonate → 2-((2-Hydroxyethyl)(methyl)amino)-N-(4-(trifluoromethoxy)phenyl)-[3,3'-bipyridine]-5-carboxamide

Participants

Reaction Steps

A mixture of 5-bromo-6-((2-hydroxyethyl)(methyl)amino)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 151.1, 60 mg), pyridin-3-ylboronic acid (25 mg), 2 M Na2CO3 (0.2 mL, 0.4 mmol) and DME (4 mL) was flushed with argon, PdCl2(dppf)(CH2Cl2) (10 mg, 0.012 mmol) was added and the mixture was subjected to MW irradiation at 140° C. for 30 min. The RM was filtered through aa PL-Thiol MP SPE cartridge (StratoSpheres™, 6 mL), the cartridge was washed with MeOH and the solvent was evaporated off under reduced pressure to give a residue which was purified by preparative LC-MS to afford the title compound. LC-MS (Condition 6) tR=0.91 min, m/z=432.9 [M+H]+.

Provenance & Evidence