3-Amino-5-methylisoxazole → HCID 22614977, compound

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Reaction Steps

A solution of 3-methyl-4-[3-(methyl-pyridin-3-ylmethyl-amino)-propoxy]-benzofuran-2-carbaldehyde (55 mg) and 3-amino-5-methylisooxazole (160 mg) in toluene (4 ml) was refluxed overnight. The mixture was concentrated in vacuo and the residue was purified by silica gel column chromatography developed by ethyl acetate and methanol to give the titled compound as a pale yellow oil (46 mg). ESI-MS: m/z 419 (MH+); 1H-NMR (CDCl3): δ 2.00-2.09 (2H, m), 2.29 (3H, s), 2.44 (3H, s), 2.48 (2H, s), 2.68 (2H, t, J=10.2 Hz), 3.53 (2H, s), 4.14 (2H, t, J=5.9 Hz), 6.16 (1H, s), 6.62 (1H, d, J=7.9 Hz), 7.05-7.17 (2H, m), 7.32 (1H, s), J=7.9 Hz), 7.59-7.63 (1H, m), 8.41 (1H, dd, J=1.7 Hz, 4.9 Hz), 8.51 (1H, d, J=2.0 Hz), 8.82 (1H, s).

Provenance & Evidence