反应 #682
ord-1f9578b402a0413a8d3c28c86e02d21e
反应条件
实验过程
repeat of _EN06995-58\Reaction_ but using Xantphos **_Aim:-_ prepare target for further use.** 1-iodo-3-(trifluoromethyl)benzene (0.171 ml, 1.19 mmol), 5-bromo-4-methoxypyrimidin-2-amine (0.202 g, 0.99 mmol), PALLADIUM(II) ACETATE (0.011 g, 0.05 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) - Xantphos (0.029 g, 0.05 mmol) and cesium carbonate (0.387 g, 1.19 mmol) were mixed in toluene (5ml), purged with nitrogen and stirred in a sealed tube at 90 °C overnight. LCMS: pH = 3, 2 minute run time, shows sign of product at Rt = 1.41 min The reaction mixture was diluted with EtOAc (20 ml), filtered through a celite pad and concentrated to give 477 mg yellow solid. TLC (1:1 - EtOAc : n-heptane) see diagram UV only This was disolved in DCM, absorbed onto a samplet and purified on a 10 g Biotage SNAP column (approx column volume = 7 ml), eluting with a step-wise gradient from 0 : 10 to 4 : 6 EtOAc : n-heptane using a Thomson pump collecting 12 ml fractions. F1 - y = 149 mg - GCMS (Steep_10 min), Rt = 7.88 min (100%) m/z: 346/8. LCMS of F2 did not show anything of interest! **_Conclusion:_ \- ** Seems like xanphos works but could be better - used in EN06995-68