4-Chlorophenylboronic acid → 2-(3,4,5-Trimethoxyphenylamino)-6-(4-chlorophenyl)pyrazine

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Using Method B with 212 mg (0.72 mmol) 2a and 135 mg (0.86 mmol) 4-chloro-phenylboronic acid, 190 mg pure title compound (59.7%) were obtained after purification by preparative HPLC (eluent:AcOEt). Reaction time: 18 hours. 1H-NMR (DMSO), δ (ppm), J (Hz): 3.63 (s, 3H, CH3O(4′)), 3.82 (s, 6H, CH3O(3′+5′)), 6.88 (d, 2H, Harom(2′+6′), J=8.52), 7.24 (s, 2H, Harom(2+6)), 7.97 (d, 1H, Harom (3′+5′)), 8.05 (s, 1H, HP5), 8.40 (s, 1H, HP3), 9.46 (s, 1H, OH), 9.82 (s, 1H, NHamine); MS, (C19H18ClN3O4), m/z: 354.3 [M++1, 100].

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