反应详情

温度

150 °C

Into a microwave tube, (3S)-1-[2-amino-6-(4-cyano-3-fluorophenyl)-4-pyrimidinyl]-N-(4-fluorophenyl)-3-piperidinecarboxamide (90 mg, 0.207 mmol), 3 mL of EtOH, Hunig's base (0.11 mL, 0.621 mmol), and hydrazine anhydrous (0.026 mL, 0.829 mmol) were added, and the yellow mixture was heated at 150° C. for 150 minutes in microwave. The solution turned black. LCMS showed mainly product with 10% of remaining starting material. The black solids were filtered, and the yellow filtrate was evaporated. The resulting yellow residue was dissolved in CH3OH, and purified by HPLC (CH3CN/H2O w/0.1% HCO2H) to afford a formic acid salt of the title compound (20 mg) as a light yellow solid. LC-MS (ES) m/z=447 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 1.50 (m, 1H), 1.85 (m, 2H), 2.07 (m, 1H), 3.17 (m, 2H), 4.52 (m, 1H), 4.74 (m, 1H), 4.98 (m, 1H), 6.94-7.08 (m, 1H), 7.16 (m, 2H), 7.39 (s, 1H), 7.56-7.69 (m, 2H), 7.73 (s, 1H), 7.82-8.04 (m, 1H), 10.13 (m, 1H), 11.86-12.16 (m, 2H).

1. filtrationThe black solids were filtered
2. customthe yellow filtrate was evaporated
3. dissolutionThe resulting yellow residue was dissolved in CH3OH
4. custompurified by HPLC (CH3CN/H2O w/0.1% HCO2H)