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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1170845Generated: October 31, 2026

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

https://huagongshe.com/reaction/1170845

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 numberUS07829559B2
Source datasetuspto-grants-2010_11
ORD IDord-7c58178f76b6496f8ce67b0f85afb8e1
Source noteuspto-grants-2010_11