Dimethylformamide → 4-Methyl-3-(9H-pyrido[2,3-b]indol-7-yl)-N-[3-(trifloromethyl)phenyl]benzamide trifluoro-acetate salt

Participants

Reaction Steps

To a degassed mixture of 3′-[(3-bromopyridin-2-yl)amino]-6-methyl-N-[3-(trifluoromethyl)-phenyl]biphenyl-3-carboxamide (0.085 g, 0.16 mmol) and sodium acetate (20 mg, 0.24 mmol) in DMF (4 mL) was added tri-o-tolylphosphine (9.8 mg, 0.032 mmol) and palladium acetate (3.6 mg, 0.016 mmol). The mixture was degassed again and then was heated to vigorous reflux for 3 hours. The mixture was then cooled, filtered and purified by preparative HPLC-MS (C18 eluting with a gradient of MeCN/H2O containing 0.1% TFA), then lyophilized to afford the product (50 mg, 55%). 1H NMR (400 MHz, d6-DMSO): 12.03 (s, 1H), 10.54 (s, 1H), 8.62 (d, 1H), 8.46 (dd, 1H), 8.28 (d, 1H), 8.25 (s, 1H), 8.08 (d, 1H), 8.01-7.98 (m, 1H), 7.95 (dd, 1H), 7.59 (t, 1H), 7.55-7.49 (m, 2H), 7.45 (d, 1H), 7.33-7.26 (m, 2H), 2.35 (s, 3H); MS (ES) (M+H)=446.1.

Provenance & Evidence