Reaction Steps
According to General Protocol II, (±)-2-(2-(2-methoxy-4-morpholinophenylamino)-7-(4-methoxybenzyl)-5-methyl-6,7-dihydro-5H-pyrrolo[2,3-a]pyrimidin-4-ylamino)-N-methylbenzenesulfonamide was prepared from (±)-4-chloro-N-(2-methoxy-4-morpholinophenyl)-7-(4-methoxybenzyl)-5-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-2-amine (80 mg, 0.161 mmol), 2-amino-N-methylbenzenesulfonamide (Intermediate C4, 36 mg, 0.194 mmol), Pd2(dba)3 (15 mg, 0.016 mmol), (±)-BINAP (20 mg, 0.032 mmol) and cesium carbonate (105 mg, 0.322 mmol) heated at 130° C. in a sealed tube for 12 hours, and isolated as a solid (95 mg, yield 91%). 1H NMR (400 MHz, CDCl3) δ ppm 8.32-8.38 (dd, 2H, J=8.4 Hz, 15.2 Hz), 8.00 (s, 1H), 7.85-7.87 (dd, 1H, J=1.6 Hz, 8.0 Hz), 7.50-7.54 (m, 1H), 7.22-7.27 (m, 3H), 7.07-7.10 (t, 1H, J=8.0 Hz), 6.86-6.88 (m, 2H), 6.52-6.53 (d, 1H, J=2.4 Hz), 6.40-6.43 (dd, 1H, J=1.2 Hz, 8.8 Hz), 4.49-4.60 (m, 2H), 4.44-4.46 (m, 1H), 3.87-3.89 (m, 7H), 3.81 (s, 3H), 3.54-3.59 (m, 1H), 3.27-3.28 (m, 1H), 3.09-3.11 (t, 4H, J=4.4 Hz), 2.99-3.02 (dd, 1H, J=4.0 Hz, 9.6 Hz 2.59-2.61 (d, 3H, J=5.6 Hz), 1.22-1.28 (m, 3H).
