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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943600Generated: November 2, 2026

Morpholine → 4,5,6,7-tetrahydro-4-(2-(morpholin-4-yl)ethyl)-1-phenyl-1H-indazole

https://huagongshe.com/reaction/1943600

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 23112897HCID 23112897—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4,5,6,7-tetrahydro-4-(2-(morpholin-4-yl)ethyl)-1-phenyl-1H-indazoleHCID 1153145176%

Reaction Steps

A mixture of 4-(2-chloroethyl)-4,5,6,7-tetrahydro-1-phenyl-1H-indazole (423 mg, 1.62 mmol), K2CO3 (336 mg, 2.43 mmol), morpholin (0.42 mL, 4.87 mmol) and a catalytic amount of KI in 20 mL of DMF is heated to reflux during 18 hours. The solvent is eliminated at reduced pressure, the crude is diluted with ethyl acetate, washed with water, and the organic phase is evaporated at reduced pressure. The resultant crude is purified by chromatography on silica-gel to obtain 4,5,6,7-tetrahydro-4-(2-(morpholin-4-yl)ethyl)-1-phenyl-1H-indazole (384 mg, 1.23 mmol, 76%, oil)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394797B2
Source datasetuspto-grants-2013_03
ORD IDord-4445e1687aad4f539237c582704fc135
Source noteuspto-grants-2013_03