Water → N2-(4-bromo-3-methoxyphenyl)-N4-methyl-7-phenyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine-2,4-diamine

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-chloro-N-methyl-7-phenyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-amine (Preparation Ga) (0.24 g, 0.924 mmol), 4-bromo-3-methoxyaniline (0.187 g, 0.924 mmol) and H2SO4 (0.064 mL, 1.201 mmol) in NMP (Volume: 2 mL) was stirred in a sealed microwave tube at 90° C. overnight. The reaction was poured into 20 mL of water. The precipitate was collected by filtering. The cake was air dried. The cake was triturated with a minmum amount of cold MeOH to get 0.36 g (84%) of product as an off-white solid. LC-MS (M+H)+=425.2. 1H NMR (400 MHz, DMSO-d6) δ ppm 10.39 (1H, br. s.), 7.68 (1H, d, J=1.51 Hz), 7.53 (1H, d, J=8.53 Hz), 7.34-7.42 (2H, m), 7.24-7.34 (3H, m), 6.94 (1H, dd, J=8.66, 2.38 Hz), 4.36-4.51 (1H, m), 3.83 (3H, s), 3.05 (3H, d, J=4.52 Hz), 2.79-2.95 (1H, m), 2.59-2.77 (2H, m), 1.93-2.12 (1H, m).

Provenance & Evidence