反应详情

Using Method C with 100 mg (0.34 mmol) 2a and 86 mg (0.41 mmol) 1-tert-butoxycarbonyl-2-pyrrolyl boronic acid, 6 mg pure title compound were obtained. The filtrate was submitted to purification by preparative HPLC (eluent:AcOEt) and a fraction of 52 mg of a product containing 25% (LC-MS) of the desired compound was obtained. A second purification using a semi-preparative Supelco discovery C18 column (250×10 mm) (eluent: acetonitrile:H2O 9:1) led to 6 mg (4.1%) of pure title compound. Reaction time: 18 hours. 1H-NMR (DMSO), δ (ppm), J (Hz): 1.25 (s, 9H, t-Bu), 3.60 (s, 3H, CH3O(4′)), 3.72 (s, 6H, CH3O(3′+5′)), 6.33 (t, 1H, Hpyr 4′, J=3.30), 6.58-6.60 (m, 1H, Hpyr 3′ or 5′), 7.16 (s, 2H, Harom(2+6)), 7.42-7.44 (m, 1H, Hpyr 5′ or 3′), 8.04 (s, 1H, HP5), 8.12 (s, 1H, HP3), 9.53 (s, 1H, NHamine); MS, (C22H16N4O5), m/z: 427 [M++1, 100].