Dimethylformamide → HCID 69374769, compound

Participants

Reaction Steps

To a solution of 3,5-dichloro-pyridin-4-ylamine (1.5 eq.) in DMF (0.1M) was added t-BuONa (1.5 eq.). The mixture was stirred for 15 min then 3-{3′-[6-(1-methanesulfonyl-1-methyl-ethyl)-quinolin-8-yl]-biphenyl yl}-acrylic acid 4-nitro-phenyl ester (1.0 eq.) was added. The final mixture was stirred for 12 h, poured in saturated aqueous NH4Cl and extracted with EtOAc (2×). The combined organic extracts were washed with brine, dried over Na2SO4, filtered and concentrated. Flash chromatography (Hex:EtOAc; 9:1 to 1:9 in 20 min) afforded the title compound as a yellow solid. 1H NMR (400 MHz, acetone-d6): δ 9.44 (br s, 1H), 8.97 (dd, 1H), 8.64 (s, 2H), 8.50 (dd, 1H), 8.33 (d, 1H), 8.26 (d, 1H), 8.11 (t, 1H), 7.87–7.77 (m, 7H), 7.65–7.60 (m, 2H), 7.09 (d, 1H), 2.81 (s, 3H), 2.04 (s, 6H).

Provenance & Evidence