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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 479457Generated: October 31, 2026

Water → 1-Butyl-3-[1-(Cyclohexylmethyl)piperidin-4-yl]-4-phenyl-3,4-dihydro-2(1H)-quinazolinone

https://huagongshe.com/reaction/479457

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantButyl iodideHCID 10962—
ReactantSodium hydrideHCID 24758—
Reactant3-[1-(cyclohexylmethyl)piperidin-4-yl]-4-phenyl-3,4-dihydro-2(1H)-quinazolinoneHCID 15896331—
SolventDimethylformamideHCID 6228—
Product1-Butyl-3-[1-(Cyclohexylmethyl)piperidin-4-yl]-4-phenyl-3,4-dihydro-2(1H)-quinazolinoneHCID 980426176%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 100 mg (0.25 mmol) of 3-[1-(cyclohexylmethyl)piperidin-4-yl]-4-phenyl-3,4-dihydro-2(1H)-quinazolinone in 2 ml of DMF, 22 mg (0.55 mmol) of sodium hydride (60%) were added at room temperature and stirred at about 60° C. for one hour. After allowing the reaction mixture to stand cool, a solution of 69 mg (0.38 mmol) of 1-iodobutane in 1 ml of DMF was added thereto at room temperature and stirred at about 60° C. for 2 hours. The reaction mixture was poured into water, extracted with ethyl acetate, washed with water and saturated brine, and dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the obtained residue was purified by silica gel column chromatography (chloroform—10% methanol/chloroform) to give 88 mg (0.19 mmol) of the title compound as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06645971B1
Source datasetuspto-grants-2003_11
ORD IDord-4d34a768494f4be89f0062a6d828672e
Source noteuspto-grants-2003_11