Reaktion #1122369

Reaktionsgleichung

20C

1-(4-(Azetidin-3-yloxy)-2-methylphenyl)-N,N-dimethylmethanamine

ethyl 5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carboxylate

→

20

Ausbeute 74.6%

1-{-4-[(1-{[5-(4-Methoxyphenyl)-1,3,4-oxadiazol-2-yl]carbonyl}azetidin-3-yl)oxy]-2-methylphenyl}-N,N-dimethylmethanamine

Ausbeute 74.6%

Reaktionsbedingungen

Vorschrift

Using a similar protocol as described in Example 16 employing 20C (0.16 g, 0.73 mmol) and ethyl 5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carboxylate (0.20 g, 0.80 mmol) as starting materials afforded 0.23 g (74%) of 20 as a solid. 1H NMR (600 MHz, CDCl3): δ 2.21 (s, 6H), 2.33 (s, 3H), 3.30 (s, 2H), 3.87 (s, 3H), 4.27-4.35 (m, 1H), 4.58-4.66 (m, 1H), 4.69-4.76 (m, 1H), 5.00-5.15 (m, 2H), 6.53 (d, 1H), 6.58 (s, 1H), 7.00 (d, 2H), 7.14 (d, 1H), 8.08 (d, 2H), MS (APCI+) m/z 423 [M+H]+, LC purity: 98%.

Quelle