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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 10583Generated: October 26, 2026

Acetone → 1-[2-(Tetrahydro-2h-pyranyloxy)ethyl]-4-(5-isoquinolyl)aminopiperidine

https://huagongshe.com/reaction/10583

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantPotassium CarbonateHCID 11430—
Reactant2-(2-Bromoethoxy)tetrahydro-2H-pyranHCID 86621—
Reactant5-Isoquinolinamine, N-4-piperidinyl-, hydrochlorideHCID 11436988—
SolventDimethylformamideHCID 6228—
Product1-[2-(Tetrahydro-2h-pyranyloxy)ethyl]-4-(5-isoquinolyl)aminopiperidineHCID 21979920—

Reaction Steps

A suspension of the compound of Example 20 (70 mg) and potassium carbonate (142 mg, Kokusan Chemical) in N,N-dimethylformamide (1.5 ml) was added with 2-(2-bromoethoxy)tetrahydro-2H-pyran (254 μl, Aldrich) and stirred at room temperature for 48 hours. The reaction mixture was added with acetone (10 ml), and insoluble matters were separated by filtration. Then, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=6:1) to obtain the title compound (40 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07094789B2
Source datasetuspto-grants-2006_08
ORD IDord-89e65fdcf54141689ca1a566dc61bce4
Source noteuspto-grants-2006_08