Water → 4-(7-bromo-3,4-dihydroisoquinolin-2(1H)-yl)-6-(4-methylpiperazin-1-yl)pyrimidin-2-amine

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Reaction Steps

A mixture of 4-chloro-6-(4-methylpiperazin-1-yl)pyrimidin-2-amine (500.0 mg, 2.196 mmol), 7-bromo-1,2,3,4-tetrahydroisoquinoline (512.3 mg, 2.416 mmol, Alfa Aesar, Cat. No. B25712) and 4-methylmorpholine (289.7 μL, 2.635 mmol) in N-methylpyrrolidinone (10 mL) was heated at 180° C. overnight. The reaction mixture was cooled to r.t., poured into water, extracted with AcOEt, washed with brine, dried with MgSO4, filtered, and concentrated. The residue was purified by flash chromatograph on a silica gel column using 10% MeOH in CH2Cl2 (include 1% NH3) as eluent to afford the desired compound 695 mg (yield 78.5%). LCMS (M+H)+: m/z=403.2.

Provenance & Evidence