Sodium Iodide → HCID 46240338, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-({2-[4-(3-chloropropoxy)phenyl]-4-methyl-1,3-thiazol-5-yl}carbonyl)morpholine i107 (1.0 mmol, 1 eq, 0.38 g) in acetonitrile (10 ml), is added potassium carbonate (1.99 mmol, 2 eq, 0.27 g) and approximately 0.01 g of sodium iodide. The mixture is stirred at 80° C. for 30 minutes in a sealed tube before addition of 2-methylpyrrolidine (1.2 mmol, 1.2 eq, 0.12 ml). The mixture is then stirred at 80° C. overnight. The mixture is taken up in ethyl acetate and washed with a saturated solution of sodium bicarbonate, then dried over magnesium sulfate. The solvent is removed under reduced pressure and purified by chromatography over silica gel (eluent: dichloromethane/methanol/ammonia 96:3.6:0.4) to give 0.132 g of 4-[(4-methyl-2-{4-[3-(2-methylpyrrolidin-1-yl)propoxy]phenyl}-1,3-thiazol-5-yl)carbonyl]morpholine 152 as a yellow oil.

Provenance & Evidence