Potassium Iodide → HCID 11949852, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2-{4-[3-(2-methyl-1-pyrrolidinyl)propoxy]phenyl}-3-oxa-1,8-diazaspiro[4.5]dec-1-ene 36 (0.11 g, 0.245 mmol) in acetonitrile (4 ml) is placed under an argon atmosphere. Bromocyclopentane (0.039 ml, 0.368 mmol, 1.5 eq), potassium carbonate (0.068 g, 0.49 mmol, 2 eq) and potassium iodide (0.08 g, 0.05 mmol, 0.2 eq) are added and the mixture is stirred at 50° C. overnight. The mixture is then filtered and the filtrate is concentrated under reduced pressure, taken up in dichloromethane, and washed twice with a saturated aqueous solution of ammonium chloride. The aqueous phases are extracted with dichloromethane and the organic extracts are collected together and dried over magnesium sulfate. Dichloromethane is removed under reduced pressure to give 0.086 g of yellow oil. This crude product is purified by chromatography over silica gel (eluent: dichloromethane/ethanol/ammonia 89:10.9:0.1) to afford 0.034 g of 8-cyclopentyl-2-{4-[3-(2-methylpyrrolidin-1-yl)propoxy]phenyl}-3-oxa-1,8-diazaspiro[4.5]dec-1-ene 32.

Provenance & Evidence