2,6-Lutidine → HCID 22132551, compound

Participants

Reaction Steps

7-Amino-2-(4-phthalimidobutyl)-1,2,3,4-tetrahydroisoquinoline (3 g, 8.6 mmol) was dissolved in dichloromethane (100 ml), and 2,6-lutidine (1.2 ml, 10.32 mmol) was added. To this methylsulfonyl chloride (0.73 ml, 9.46 mmol) was added dropwise. A further portion of 2,6-lutidine (0.6 ml, 5.16 mmol) and methylsulfonyl chloride (0.37 ml, 4.78 mmol) were later added. The mixture was partitioned between sodium bicarbonate solution (100 ml) and dichloromethane (3×50 ml). The combined extracts were dried (Na2SO4) and evaporated in vacuo. Chromatography of the residue on alumina with ethyl acetate +0-1% methanol gradient elution gave the title compound as an oil (1.8 g, 49%).

Provenance & Evidence