76% |
With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; at 20.0℃; for 16.0h; |
<strong>[413611-93-5]10074-G5</strong> (500 mg, 1.50 mmol) was dissolved in MeOH (15 mL). The flask was evacuated and purged with N2 (x3). A suspension of 10percent Pd/C (50 mg, 10 wtpercent) in THF (1 mL) was carefully added to the reaction mixture. H2 was bubbled through the reaction mixture for 5 min, then the vessel was left under an atmosphere of H2 (balloon) and stirred overnight at room temperature. The reaction mixture was filtered over a bed of Celite, washing with MeOH. Concentration of the MeOH in vacuo gave the title compound with no further purification necessary: yield: 344 mg, 76percent; dark red solid; 1H NMR (400 MHz; DMSO-d6) deltaH 7.47 (2H, d, Ar-H, J= 7.6 Hz), 7.35 (2H, t, Ar-H, J= 7.6 Hz), 7.26 (1H, d, Ar-H, J= 7.2 Hz), 7.19 (2H, t, Ar-H, J= 7.4 H), 7.11 (1H, s, Ar-NH), 6.98 (1H, t, Ar-H, J = 7.4 Hz), 6.90 (1H, d, Ar-H, J = 8 Hz), 6.61 (1H, d, Ar-H, J = 8 Hz), 6.15 (1H, d, Ar-H, J = 7.6 Hz), 5.86 (2H, s, Ar-NH2); 13C NMR (100 MHz; CDCl3) deltaC 146.5, 145.4, 139.1, 138.5, 132.3, 131, 129.07, 129, 128.5, 127.7, 122.8, 121.9, 118.5, 113.2, 108.9; m/z (ESI) 303.1 (M + H)+. |
76% |
With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; at 20.0℃;Inert atmosphere; |
<strong>[413611-93-5]10074-G5</strong> (500 mg, 1.50 mmol) was dissolved in MeOH (15 mL). The flask was evacuated and purged with N2 (×3). A suspension of 10percent Pd/C (50 mg, 10 wt percent) in THF (1 mL) was carefully added to the reaction mixture. H2 was bubbled through the reaction mixture for 5 min, then the vessel was left under an atmosphere of H2 (balloon) and stirred overnight at room temperature. The reaction mixture was filtered over a bed of Celite, washing with MeOH. Concentration of the MeOH in vacuo gave the title compound with no further purification necessary: yield: 344 mg, 76percent; dark red solid; 1H NMR (400 MHz; DMSO-d6) 6percent17.47 (2H, d, Ar?H, J=7.6 Hz), 7.35 (2H, t, Ar?H, J=7.6 Hz), 7.26 (1H, d, Ar?H, J=7.2 Hz), 7.19 (2H, t, Ar?H, J=7.4H), 7.11 (1H, s, Ar?NH), 6.98 (1H, t, Ar?H, J=7.4 Hz), 6.90 (1H, d, Ar?H, J=8 Hz), 6.61 (1H, d, Ar?H, J=8 Hz), 6.15 (1H, d, Ar?H, J=7.6 Hz), 5.86 (2H, s, Ar?NH2); 13C NMR (100 MHz; CDCl3) deltaC 146.5, 145.4, 139.1, 138.5, 132.3, 131, 129.07, 129, 128.5, 127.7, 122.8, 121.9, 118.5, 113.2, 108.9; m/z (ESI) 303.1 (M+H)+. |