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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 355816Generated: October 25, 2026

4-Phenylpiperidin-4-ol → 1-(3-(3-(3-Ethyl-1,2,4-oxadiazol-5-yl)-9H-beta-carbolin-9-yl)-1-propyl)-4-phenylpiperidin-4-ol

https://huagongshe.com/reaction/355816

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Phenylpiperidin-4-olHCID 96387—
Reactant9-(3-Chloro-1-propyl)-3-(3-ethyl-1,2,4-oxadiazol-5-yl)-9H-beta-carbolineHCID 11067802—
SolventDimethylformamideHCID 6228—
Product1-(3-(3-(3-Ethyl-1,2,4-oxadiazol-5-yl)-9H-beta-carbolin-9-yl)-1-propyl)-4-phenylpiperidin-4-olHCID 991309541.5%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of Compound 3 (1.0 g, 3 mmol) in anhydrous DMF (50 mL), 4-phenylpiperidin-4-ol (0.63 g, 3.5 mmol) and TEA (1 mL) were added. The resulting mixture was heated at 85° C. for 76 h under a nitrogen atmosphere. The solvent was removed in vacuo, and the solid residue was submitted to column chromatography on silica gel with CH2Cl2 /methanol (9:1) as eluent. The purified compound was precipitated as the hydrochloride, giving the title compound (0.6 g, 36%) as an yellow solid. M.p. 169°-170° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05834482
Source datasetuspto-grants-1998_11
ORD IDord-8e48c0dd29a94e358b1edeeab2a513a4
Source noteuspto-grants-1998_11