1-methyl-1H-indol-5-amine → HCID 59318066, compound

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Reaction Steps

6-Chloro-N-(1-methyl-1H-indol-6-yl)-nicotinamide was prepared from 1-methyl-1H-indol-5-ylamine (prepared as described in J. Med. Chem. 2007, 5509) and 6-chloronicotinoyl chloride in a manner similar to the one described in the synthesis of 6-chloro-N-(4-iodo-3-methyl-phenyl)-nicotinamide, above. The product was isolated after purification with a silica gel column and 0.0-30% EtOAc in hexanes gradient. H1 NMR (300 MHz, chloroform-d) d ppm 3.79 (s, 3H), 6.44 (d, J=3.0 Hz, 1H), 6.94 (dd, J=10.2, 8.4 Hz 1H), 7.04 (d, J=3.0, 1H), 7.43 (d, J=8.4 Hz, 1H), 7.55 (d, J=8.4 Hz, 1H), 7.89 (s, 1H), 8.05 (s, 1H), 8.16 (dd, J=10.2, 8.4 Hz, 1H), 8.87 (apparent s, 1H)

Provenance & Evidence