反应详情

温度

130 °C

1-Methyl-2-methylsulfanyl-5-pyrimidin-5-ylmethyl-1H-pyrimidin-4-one (50 mg, 0.201 mmol, 1 eq) and {2-[4-(4-Chloro-3-trifluoromethyl-phenoxy)-phenyl]-ethyl}-methyl-amine (99.4 mg, 0.302 mmol, 1.5 eq) were dissolved in dry ethanol (300 μl) and stirred at 130° C. for 48 h. Reaction mixture was evaporated and crude residue was purified via Biotage SP-1 Snap Si 10 g; 15 ml/min; UV Wavelength (Collection: 254 nm; Monitor: 290 nm) in the gradient of MeOH in DCM: 0% for 1 CV, 0-8% for 25 CV. The appropriate fractions were combined and product 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]-ethyl}-methyl-amino)-1-methyl-5-pyrimidin-5-ylmethyl-1H-pyrimidin-4-one (0.058 mmol; yield: 28.9%, HPLC-MS/UV: [M+H]+=530.95; rt: 12.13 min; purity: 99%). 1H NMR (300 MHz; DMSO-d6) δ/ppm 1.38 (s, 3H), 2.81 (s, 3H), 2.87 (t, J=6.73 Hz, 2H), 3.38 (t, J=7.20 Hz, 2H), 3.50 (s, 2H), 7.02 (d, J=7.20, 2H), 7.18 (d, J=8.17, 1H), 7.31 (d, J=8.17, 2H), 7.37 (s, 1H), 7.50 (s, 1H), 7.67 (d, J=8.65, 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. customUV Wavelength (Collection: 254 nm; Monitor: 290 nm) in the gradient of MeOH in DCM
5. customit was sent to HPLC/MS Purification
6. customAfter HPLC/MS purification
7. customwere collected