Water → HCID 22724547, compound

Participants

Reaction Steps

To a mixture of N-(4-chlorobenzyl)-4-hydroxy-8-iodo-6-(tetrahydro-2H-pyran-4-ylmethyl)-3-quinolinecarboxamide (0.075 g) and K2CO3 (0.077 g) in 5 mL DMF is added methyl iodide (2.4 g) and the mixture is stirred at room temperature for 5 days. The mixture is then poured into water and the resulting solid collected. The crude product is chromatographed (Biotage flash 40S, eluent CH2Cl2 then 1% MeOH/CH2Cl2). Fractions homogeneous by TLC are combined and concentrated. The resulting solid is recrystallized from CH2Cl2/hexanes to yield 0.037 g (48%) of the desired product as a white solid.

Provenance & Evidence