Methyl iodide → 4-[Methyl-(3,3-dimethyl-7-isopropyl-2,3-dihydro-benzofuran-5-yl)-amino]-benzoic acid ethyl ester

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Reaction Steps

Following general procedure F and using 4-[(3,3-dimethyl-7-isopropyl-2,3-dihydro-benzofuran-5-yl)-amino]-benzoic acid ethyl ester (Compound 17, 0.043 g, 0.127 mmol), potassium carbonate (0.139 g, 1 mmol) and iodomethane (0.144 g, 1 mmol) in 1 mL of anhydrous N,N-dimethylacetamide, the title compound (0.031 g, 70%) was obtained as a pale yellow oil. 1H NMR (300 MHz, CDCl3): δ 7.78 (d, 2H, J=9.0 Hz), 6.77 (d, 1H, J=2.1 Hz), 6.70 (d, 1H, J=2.1 Hz), 6.55 (d, 2H, J=9.0 Hz), 4.24 (q, 2H, J=7.1 Hz), 4.20 (s, 2H), 3.24 (s, 3H), 3.01 (heptet, 1H, J=7.0 Hz), 1.28 (t, 3H, J=7.1 Hz), 1.25 (s, 6H), 1.15 (d, 6H, J=7.0 Hz).

Provenance & Evidence