2-Chlorobenzaldehyde → 9-[1-(2-Chloro-benzyl)-azetidin-3-yl]-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene

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Reaction Steps

Following the procedure for 372, a mixture of 9-azetidin-3-yl-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene (0.18 g, 0.49 mmol) and 2-chlorobenzaldehyde gave 373 (123 mg, 51%). LCMS: RT=8.80 min, [M+H]+=492/494. 1H NMR δ (ppm) (CDCl3): 8.34 (1 H, d, J=2.34 Hz), 7.90 (1 H, s), 7.43 (1 H, d, J=7.55 Hz), 7.33 (1 H, dd, J=7.76, 1.47 Hz), 7.24-7.13 (3 H, m), 7.01 (1 H, d, J=8.25 Hz), 5.95-5.82 (1 H, m), 4.40-4.34 (2 H, m), 3.90-3.83 (2 H, m), 3.85-3.76 (3 H, m), 3.42-3.36 (2 H, m), 3.35-3.28 (2 H, m), 1.60 (6 H, d, J=6.65 Hz)

Provenance & Evidence