反应详情

4-[[4-[(2,4,6-trimethylphenyl)amino]-5-nitro-2-pyrimidinyl]amino]benzonitrile (0.001 mol), Pd/C 10% (0.025 g), ethanol (20 ml), and hydrazine (0.030 mol) were combined to form a slurry and stirred at room temperature for 16 hours. The solvent was removed by rotary evaporation. The residue was taken up in tetrahydrofuran (20 ml) and methanol (1 ml). A second portion of hydrazine (0.5 g) was added, and the reaction was stirred for 16 hours at room temperature. A third portion of hydrazine (0.5 ml) was added and the reaction was stirred for an additional 16 hours at room temperature. The sample was concentrated by rotary evaporation onto silica gel (1 g) and purified by flash chromatography (eluent: 0.5, 1, 2% 10% (NH4OH in CH3OH) in CH2Cl2). The desired fractions were purified by preparatory HPLC to yield 0.24 g of 4-[[5-amino-4-[(2,4,6-trimethylphenyl)amino]-2-pyrimidinyl]amino]benzonitrile (70%); mp. 224-225° C. (comp. 51).

1. customto form a slurry
2. customThe solvent was removed by rotary evaporation
3. additionA second portion of hydrazine (0.5 g) was added
4. stirringthe reaction was stirred for 16 hours at room temperature
5. additionA third portion of hydrazine (0.5 ml) was added
6. stirringthe reaction was stirred for an additional 16 hours at room temperature
7. concentrationThe sample was concentrated by rotary evaporation onto silica gel (1 g)
8. custompurified by flash chromatography (eluent: 0.5, 1, 2% 10% (NH4OH in CH3OH) in CH2Cl2)
9. customThe desired fractions were purified by preparatory HPLC