Reaction Steps
Using the above procedure Dodecanoic acid (2.00 g, 10 mmol) was coupled with the amine 100 (6.10 g, 11.45 mmol) using HBTU (4.54 g, 1.2 eq.) and DIEA (5 mL, 3.00 eq). After work-up and column purification the pure amide 102b was isolated as a pale yellow solid (Yield, 5.2 g, 71%). 1H NMR (DMSO-d6, 400 MHz) δ=7.73-7.68 (m, 1H), 7.42-7.31 (m, 4H), 7.27-7.09 (m, 5H), 6.91-6.80 (m, 4H), 4.97 (d, J=3.90 Hz, 1H), 4.94 (d, J=3.90 Hz, 1H), 4.41-4.05 (m, 2H), 3.71 (s, 6H), 3.59-3.41 (m, 1H), 3.35-3.11 (m, 2H), 3.05-2.91 (m, 3H), 2.22-1.78 (m, 6H), 1.51-1.0 (m, 24H), 0.82 (t, J=6.34 Hz, 3H). 13C NMR (DMSO-d6, 400 MHz) δ=171.85, 170.93, 170.83, 158.10, 157.97, 145.09, 144.75, 135.87, 135.73, 135.47, 135.42, 129.60, 129.55, 127.85, 127.78, 127.57, 126.63, 126.53, 113.18, 113.09, 85.78, 85.11, 68.58, 67.45, 63.33, 55.60, 54.99, 54.96, 53.43, 38.21, 38.02, 36.30, 35.43, 34.17, 32.54, 31.31, 29.09, 29.03, 29.01, 28.97, 28.79, 28.74, 28.67, 26.19, 25.33, 24.55, 24.15, 22.10, 21.21, 13.94.
