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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389935Generated: October 30, 2026

Water → [5-(2,4-Bis-benzyloxy-5-chloro-phenyl)-isoxazol-3-yl]-(4-methyl-piperazin-1-yl)-methanone

https://huagongshe.com/reaction/389935

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant1-MethylpiperazineHCID 53167—
ReactantEthyl 5-(2,4-bis(benzyloxy)-5-chlorophenyl)isoxazole-3-carboxylateHCID 24774040—
SolventEthanolHCID 702—
Product[5-(2,4-Bis-benzyloxy-5-chloro-phenyl)-isoxazol-3-yl]-(4-methyl-piperazin-1-yl)-methanoneHCID 6708325557%

Reaction Conditions

Temperature90 °C

Reaction Steps

N-methylpiperazine (25.4 mmol) was added to a suspension of ethyl 5-(2,4-bis(benzyloxy)-5-chlorophenyl)isoxazole-3-carboxylate (2.1 mmol) in EtOH (5 ml) and the reaction mixture was heated to 90° C. under stirring for 18 h. The reaction mixture was poured into a mixture of water (15 ml) and AcOEt (30 ml). After standard extraction, the organic layer was washed with water and brine, dried over Na2SO4, and evaporated. The resulting solid was purified by silica gel column chromatography (CHCl3/MeOH: 95/0.5) to give the desired compound (620 mg, 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383616B2
Source datasetuspto-grants-2013_02
ORD IDord-d02aaf6922c042feafff84b874da17c9
Source noteuspto-grants-2013_02