(R)-N-(2,2-dimethoxyethyl)-3-methylbutan-2-amine → (R)-N-(2,2-Dimethoxyethyl)-3-(3-(1-isopropyl-1H-pyrazol-4-yl)phenethoxy)-N-(3-methylbutan-2-yl)propanamide

Participants

Reaction Steps

The subtitled compound (105 mg) was prepared from 3-(3-(1-isopropyl-1H-pyrazol-4-yl)phenethoxy)propanoic acid [Example 20, Step iii)] and (R)—N-(2,2-dimethoxyethyl)-3-methylbutan-2-amine, prepared as in Preparation 4 using a similar method to that described in Example 18, Step iii). MS [M+H-MeOH]+=428 (MultiMode+) 1H NMR (400 MHz, CD3OD) δ 8.01 and 8.00 (2×s, 1H), 7.78 (s, 1H), 7.42-7.33 (m, 2H), 7.23 and 7.22 (2×t, J=7.8 Hz, 1H), 7.05 (d, J=7.6 Hz, 1H), 4.59 and 4.43 (2×t, J=5.1 Hz, 1H), 4.53 (septet, J=7.0 Hz, 1H), 3.76-3.63 (m, 5H), 3.37-3.27 (m, 8H), 2.85 and 2.84 (2×t, J=6.8 Hz, 2H), 2.75-2.49 (m, 2H), 1.97-1.85 and 1.78-1.66 (2×m, 1H), 1.51 (d, J=6.9 Hz, 6H), 1.15 and 1.14 (2×d, J=6.9 Hz, 3H), 0.90 and 0.87 (2×d, J=6.8 Hz, 3H), 0.79 and 0.74 (2×d, J=6.3 Hz, 3H); a ˜1:1 mixture of rotamers is observed.

Provenance & Evidence