Ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylate → 4-[2-Methoxy-4-({1-[(5-phenyl-1,3,4-oxadiazol-2-yl)carbonyl]azetidin-3-yl}oxy)benzyl]morpholine

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Reaction Conditions

Reaction Steps

A mixture of 7C (0.25 g, 0.90 mmol), ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylate (0.22 g, 1.00 mmol) and EtOH (2 mL) was heated in a microwave oven at 120° C. for 60 min. The mixture was left over-night at RT. The formed precipitate was isolated by filtration and then washed with EtOH. There was obtained 0.18 g (45%) of 7 as a solid. 1H NMR (500 MHz, CDCl3): δ 2.33-2.66 (m, 4H), 3.50 (s, 2H), 3.65-3.78 (m, 4H), 3.81 (s, 3H), 4.29-4.39 (m, 1H), 4.59-4.70 (m, 1H), 4.72-4.80 (m, 1H), 5.02-5.19 (m, 2H), 6.25 (d, 1H), 6.42 (s, 1H), 7.26 (s, 1H), 7.50-7.63 (m, 3H), 8.13-8.20 (m, 2H), MS (APCI+) m/z 451 [M+H]+, LC purity: 99%.

Provenance & Evidence