4-Methylmorpholine → N-(1S,2S)-[2-(3-Cyanophenyl)-3-(4-methoxyphenyl)-1-methylpropyl]-2-(4-trifluoromethyl-2-pyridyloxy)-2-methylpropanamide

Beteiligte Stoffe

Reaktionsschritte

To a solution of N-(1S, 2S)-[3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylpropyl]amine (Reference Example 4, 0.60 g, 2.1 mol) and 2-(4-trifluoromethyl-2-pyridyloxy)-2-methylpropionic acid (Reference Example 13, 0.58 g, 2.4 mmol) in 10 mL of CH2Cl2 was added N-methylmorpholine (0.46 mL, 4.2 mmol) and tris(pyrrolindinyl)phosphonium hexafluorophosphate (1.6 g, 3.2 mmol). After stirring at room temperature overnight, the reaction mixture was loaded onto a silica gel column eluted with 30% EtOAc in hexane to give the title compound. 1H NMR (500 MHz, CD3OD): δ 8.19 (d, 1H), 7.48 (d, 1H), 7.38-7.35 (m, 2H), 7.31 (d, 1H), 7.18 (s, 1H), 7.11 (d, 1H), 7.03 (d, 2H), 6.67 (d, 2H), 4.23 (m, 1H), 3.01 (dd, 1H), 2.83 (m, 1H), 2.61 (dd, 1H), 1.76 (s, 3H), 1.72 (s, 3H), 0.79 (d, 3H).

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