反应详情

A solution of 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine (180 mg, 0.70 mmol) and 2-(4-chloro-pyrazol-1-yl)-5-methoxy-benzaldehyde (270 mg, 1.14 mmol) in acetic acid (5 mL) is warmed to 100° C. for 16 hours, then cooled to room temperature and neutralized with NaHCO3 (sat.). The product is extracted into EtOAc (3×) and the combined organics are dried (MgSO4), filtered and concentrated. Purification via flash chromatography (12 g silica gel, 0-5% MeOH/CH2Cl2) follows by reverse phase HPLC (20-100% CH3CN/H2O, each solvent containing 0.1% TFA) affords the title compound (90 mg, 27%). LCMS (ESMS): m/z 474.20 (M++1)

1. extractionThe product is extracted into EtOAc (3×)
2. dry with materialthe combined organics are dried (MgSO4)
3. filtrationfiltered
4. concentrationconcentrated
5. customPurification via flash chromatography (12 g silica gel, 0-5% MeOH/CH2Cl2)
6. additioneach solvent containing 0.1% TFA)