反应详情

温度

125 °C

2-Methylsulfanyl-5-pyrimidin-5-ylmethyl-1H-pyrimidin-4-one (18.6 mg, 0.079 mmol, 1 eq) and 2-[4-(4-Chloro-3-trifluoromethyl-phenoxy)-phenyl]-ethylamine (39.3 mg, 0.119 mmol, 1.5 eq) were dissolved in dry ethanol (300 μl) and stirred at 125° C. for 48 h. Reaction mixture was evaporated and crude residue was purified via Biotage SP-1 Snap Si 10 g; 15 ml/min in the gradient of MeOH in DCM: 1% for 1 CV then from 1-5% for 20 CV. The appropriate fractions were combined and evaporated in vacuo to give the required product which was not pure enough and it was sent to HPLC/MS Purification. After HPLC/MS purification combined fractions of desired product were collected and put on lyophilisation to obtain 2-{2-[4-(4-Chloro-3-trifluoromethyl-phenoxy)-phenyl]-ethylamino}-1-methyl-5-pyrimidin-5-ylmethyl-1H-pyrimidin-4-one (0.0095 mmol; yield: 10%, HPLC-MS/UV: [M+H]+=516.93; rt: 11.49 min; purity: 96%). 1H NMR (300 MHz; DMSO-d6) δ/ppm 2.82 (t, J=8.17 Hz, 2H), 3.40-3.52 (m, 4H), 6.92 (m, 1H), 7.05 (d, J=8.59 Hz, 2H), 7.22 (dd, J=9.11, J=2.72, 1H), 7.28 (d, J=8.29, 2H), 7.38-7.44 (m, 2H), 7.67 (d, J=8.84, 1H), 8.67 (s, 2H), 8.97 (s, 1H)

1. customReaction mixture
2. customwas evaporated
3. customcrude residue was purified via Biotage SP-1 Snap Si 10 g
4. customevaporated in vacuo