4-chloro-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-2-amine → N4-{2-[(2-aminopyrimidin-4-yl)amino]ethyl}-N4-methyl-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidine-2,4-diamine
Reaction equation
Cl.Cl.[CH3:3][NH:4][CH2:5][CH2:6][NH:7][C:8]1[CH:13]=[CH:12][N:11]=[C:10]([NH2:14])[N:9]=1.Cl[C:16]1[C:17]2[CH2:27][CH2:26][CH2:25][C:24]3[CH:28]=[CH:29][CH:30]=[CH:31][C:23]=3[C:18]=2[N:19]=[C:20]([NH2:22])[N:21]=1>>[NH2:14][C:10]1[N:9]=[C:8]([NH:7][CH2:6][CH2:5][N:4]([CH3:3])[C:16]2[C:17]3[CH2:27][CH2:26][CH2:25][C:24]4[CH:28]=[CH:29][CH:30]=[CH:31][C:23]=4[C:18]=3[N:19]=[C:20]([NH2:22])[N:21]=2)[CH:13]=[CH:12][N:11]=1Participants
3
Reactant 2
Product 1
Procedure
The product from Example 2A (95 mg, 0.237 mmol) and the product from Example 1C (50 mg, 0.203 mmol) were combined under the conditions described in Example 1F to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 7.62-7.67 (m, 1H) 7.58 (d, J=5.43 Hz, 1H) 7.28-7.37 (m, 2H) 7.23-7.28 (m, 1H) 6.89 (s, 1H) 5.94 (s, 2H) 5.82 (s, 2H) 5.70 (d, J=5.76 Hz, 1H) 3.43-3.55 (m, 4H) 2.99-3.04 (m, 3H) 2.50-2.58 (m, 2H) 2.15 (dd, J=16.11, 5.93 Hz, 4H); MS (ESI+) m/z 377.0 (M+H)+.