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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1434563Generated: October 31, 2026

Water → 4-(2-chlorophenyl)-N-(7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)piperazine-1-carboxamide

https://huagongshe.com/reaction/1434563

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant1-(2-Chlorophenyl)piperazinium chlorideHCID 3017015—
Reactant(7-Hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)carbamateHCID 86605559—
SolventTetrahydrofuranHCID 8028—
Product4-(2-chlorophenyl)-N-(7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)piperazine-1-carboxamideHCID 5793606653.4%

Reaction Steps

To a mixture of (7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)carbamate (141 mg, 0.50 mmol) and 2-chlorophenyl piperazine hydrochloride (155 mg, 0.66 mmol) in tetrahydrofuran (15 mL) was added 1,8-diazabicyclo[5.4.0]undec-7-ene (228 mg, 1.50 mmol) at room temperature, and the mixture was stirred for 30 minutes. Water was added and the mixture was extracted with ethylacetate. The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent: ethylacetate/hexane=1/1) to provide 4-(2-chlorophenyl)-N-(7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)piperazine-1-carboxamide (103 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07615557B2
Source datasetuspto-grants-2009_11
ORD IDord-1d3dce334e2c4d06855cf6e47ef9fb7a
Source noteuspto-grants-2009_11