3,4,5-Trimethoxyaniline → 2-(3,4,5-Trimethoxyphenylamino)-6-[(4-phenyl)-phenyl-oxy]-pyrazine

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Reaction Steps

Using Method EE with 2-chloro-6-[(4-phenyl)-phenyl-oxy]-pyrazine (110 mg, 0.39 mmol) and 3,4,5-trimethoxyaniline (84 mg, 0.46 mmol), and purification by column chromatography (AcOEt), the title compound was obtained (105 mg). Yield: 63%. 1H NMR (250 MHz, DMSO-d6) δ 3.38 (s, 6H, [CH3O]3+5), 3.52 (s, 3H, [CH3O]4), 6.81 (s, 2H, Harom2′+6′), 7.29 (d, 2H, Harom 3+5, J=8.6 Hz), 7.36-7.53 (m, 1H, Harom4″), 7.68 (d, 2H, Harom 2″+6″, J=7.9 Hz), 7.71 (d, 2H, Harom 2+6, J=8.7 Hz), 7.81 (s, 1H, HPz 5), 7.98 (s, 1H, HPz 3), 9.58 (s, 1H, NH). m/z: 430.2 [(M+H)+, calcd for C25H23N3O4 429.2].

Provenance & Evidence