p-Toluenesulfonic acid → HCID 53237606, compound

Participants

Reaction Conditions

Reaction Steps

The 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine (185 mg, 0.72 mmol) and 4-chloro-2-1,2,4-triazol-1-yl-benzaldehyde (150 mg, 0.72 mmol) are combined in methanol (5 mL) and warmed to 65° C. After 18 hours, catalytic TsOH is added and heating is continued at 65° C. for 48 hours. The reaction mixture is cooled to room temperature and concentrated. The residue is purified via flash chromatography (12 g silica gel, 0-10% MeOH/CH2Cl2). Product-containing fractions are combined and concentrated. The residue is diluted with acetonitrile and the resulting solid product is collected via filtration (55 mg, 17%). LCMS (ESMS): m/z 445.20 (M++1)

Provenance & Evidence