3,4,5-Trimethoxyaniline → 2-(3,4,5-Trimethoxyphenylamino)-6-(3-acetamidophenyl-oxy)-pyrazine

Participants

Reaction Steps

Using Method EE with 2-chloro-6-(3-acetamidophenyl-oxy)-pyrazine (150 mg, 0.57 mmol) and 3,4,5-trimethoxyaniline (125 mg, 0.68 mmol), and crystallisation (AcOEt), the title compound was obtained (81 mg). Yield: 35%. 1H NMR (250 MHz, DMSO-d6) δ 2.03 (s, 3H, CH3—NH), 3.44 (s, 6H, [CH3O]3+5), 3.56 (s, 3H, [CH3O]4), 6.80 (s, 2H, Harom2′+6′), 6.82-6.87 (m, 1H, Harom 5), 7.31-7.49 (m, 2H, Harom 4+6), 7.50 (s, 1H, Harom 2), 7.76 (s, 1H, HPz 5), 7.97 (s, 1H, HPz 3), 9.55 (s, 1H, NH), 10.04 (s, 1H, NH). m/z: 411.2 [(M+H)+, calcd for C21H22N4O5 410.2].

Provenance & Evidence