Methyl 5-(4-chlorophenyl)-3-(dimethylaminomethyleneamino)thiophene-2-carboxylate → HCID 24782249, compound

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Reaction Steps

The title compound was synthesised using the same method as described for Example 20c using the reagents 5-(4-Chloro-phenyl)-3-(dimethylamino-methyleneamino)-thiophene-2-carboxylic acid methyl ester (0.176 g, 0.55 mmol) and 1-(3-{[(2S)-1-methylpyrrolidin-2-yl]methoxy}phenyl)methanamine (0.10 g, 0.45 mmol). Purification by prep-HPLC gave the product as a solid. Yield: 0.22 g (41%). 1H NMR (400 MHz, CD3OD) δ 8.08 (s, 1H), 7.58-7.64 (m, 2H), 7.38-7.46 (m, 3H), 7.21-7.27 (m, 1H), 6.82-6.94 (m, 3H), 5.17 (s, 2H), 3.90-3.99 (m, 1H), 3.79-3.87 (m, 1H), 3.03-3.13 (m, 1H), 2.54-2.66 (m, 1H), 2.43 (s, 3H), 2.22-2.32 (m, 1H), 1.92-2.06 (m, 1H), 1.64-1.88 (m, 3H). MS (ESI+) 466.12 (M+1H+).

Provenance & Evidence