1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 69375332, compound

Participants

Reaction Steps

A mixture of 3-{3′-[6-(1-methanesulfonyl-1-methyl-ethyl)quinolin-8-yl]-biphenyl-3-yl}-acrylic acid from Step 2 (1.0 eq.), EDCI (1.3 eq.), DMAP (2.0 eq.) and cyclopropylamine (10.0 eq.) in CH2Cl2 was stirred for 12 h at rt. The mixture was poured in saturated aqueous NH4Cl and extracted with EtOAc (2×). The combined organic extracts were washed with saturated aqueous NaHCO3, brine, dried over Na2SO4, filtered and concentrated. Flash chromatography (EtOAc) afforded the title compound as a white solid. 1H NMR (500 MHz, acetone-d6): δ 8.94 (dd, 1H), 8.46 (dd, 1H), 8.30 (d, 1H), 8.24 (d, 1H), 8.06 (s, 1H), 7.91 (s, 1H), 7.76–7.50 (m, 7H), 7.48 (t, 1H), 7.39 (d, NH), 6.7 (d, 1H), 2.87 (m, 1H), 2.75 (s, 3H), 2.02 (s, 6H), 0.71 (m, 2H), 0.52 (m, 2H).

Provenance & Evidence