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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | Ethyl 5-(2,4-bis(benzyloxy)-5-chlorophenyl)isoxazole-3-carboxylate | HCID 24774040 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | [5-(2,4-Bis-benzyloxy-5-chloro-phenyl)-isoxazol-3-yl]-(4-methyl-piperazin-1-yl)-methanone | HCID 67083255 | 57% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08383616B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-d02aaf6922c042feafff84b874da17c9 |
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| Source note | uspto-grants-2013_02 |
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