Dimethylformamide dimethyl acetal → HCID 54413822, compound

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Reaction Steps

3-(N-Methylpyrrolidin-3-yl)-5-(3-nitropyrid-2-ylamino)-1H-indole was used. Reduction was by catalytic hydrogenation, the cyclization reaction used dimethylformamide dimethylacetal, and the cyclization reaction was heated for 24 hours. Chromatography using 9:1:1 [ethyl acetate/methanol/triethylamine] afforded the title compound (24%) as a white solid: mp, 110.0°-112.0° C.; 13C NMR (CDCl3) δ 147.7, 144.8, 144.3, 136.2, 135.7, 128.3, 127.3, 126.8, 122.4, 119.0, 118.7,115.6, 112.4, 62.3, 56.2, 42.2, 34.9, 32.1. HRMS calculated for C19H19N5 317.1643, found 317.1665. Anal. calcd for C19H19N5.0.5 C4H8O4 [ethyl acetate].0.5 H2O: C, 68.08; H, 6.53; N, 18.90. Found: C, 67.93; H, 6.51; N, 19.17.

Provenance & Evidence