HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011987Generated: October 31, 2026
Ethyl Acetoacetate → 5-Methyl-3-pyrimidin-5-yl-1-(3-trifluoromethoxy-phenyl)-1h-pyrazole-4-carboxylic acid ethyl ester
https://huagongshe.com/reaction/1011987
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetoacetate | HCID 8868 | — |
| Reactant | N-[(E)-pyrimidin-5-ylmethylideneamino]-3-(trifluoromethoxy)aniline | HCID 87352512 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Product | 5-Methyl-3-pyrimidin-5-yl-1-(3-trifluoromethoxy-phenyl)-1h-pyrazole-4-carboxylic acid ethyl ester | HCID 67315473 | 30% |
Reaction Steps
A mixture of N-[1-pyrimidin-5-yl-meth-(E)-ylidene]-N′-(3-trifluoromethoxy-phenyl)-hydrazine (215 mg, 0.76 mmol) and zinc chloride (208 mg, 1.52 mmol) in 2 ml ethyl acetoacetate was heated at 170° C. for 3 h and stirring was continued for 20 h at room temperature. Ethyl acetoacetate was distilled (Kugelrohr distillation, 90° C., 10-40 mbar) and the residue was purified by column chromatography (EtOAc:n-heptane 4:1) to afford the title compound as a yellow oil (89 mg, 30%). MS: 393.0 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07977358B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-83a7ba65924643008f2e87761cea6199 |
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| Source note | uspto-grants-2011_07 |
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