2,6-Dichloro-isonicotinoyl chloride → 4-Chloro-1-{[5-(2,6-dichloro-4-pyridinyl)-1,2,4-oxadiazol-3-yl]methyl}-2-propyl-1H-indole-5-carbonitrile

Participants

Reaction Conditions

Reaction Steps

Synthesized as described for Examples 32A-32B using 2-(4-chloro-5-cyano-2-propyl-1H-indol-1-yl)-N-hydroxyethanimidamide (0.030 g, 0.1 mmol) in anhydrous THF (5 mL) with 2,6-dichloro-4-pyridinecarbonyl chloride (0.021 g, 0.1 mmol) and TEA (0.012 g, 0.12 mmol) and heated at 120° C. for 1 h in the microwave: 1H NMR (400 MHz, DMSO-d6) δ 8.06 (s, 2 H), 7.96 (s, 1 H), 7.76 (d, J=8.5 Hz, 1 H), 7.58 (d, J=8.7 Hz, 1 H), 5.87 (s, 2H), 2.91 (t, 2 H), 1.67-1.54 (m, 2 H), 0.92 (t, 3 H); MS (ES) m/z 447 (M+1).

Provenance & Evidence