HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840132Generated: October 29, 2026
Dimethylformamide → 3-[4-(4-Fluoro-2-methylphenyl)-1-piperazinyl]-5-methyl-3-phenylisoxazole-4-carboxamide
https://huagongshe.com/reaction/840132
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(4-Fluoro-2-methylphenyl)piperazine | HCID 18423072 | — |
| Reactant | HCID 23447862 | HCID 23447862 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-[4-(4-Fluoro-2-methylphenyl)-1-piperazinyl]-5-methyl-3-phenylisoxazole-4-carboxamide | HCID 86757912 | 48.1% |
Reaction Steps
A stirred mixture of 0.380 g of Compound 31A, 0.50 mL of N,N-diisopropylethylamine, 0.545 g of Compound 2B and 3 mL of N,N-dimethylformamide was heated at 120° C. for 5 h. The solution was diluted with water (60 mL) and extracted with dichloromethane (3×30 mL); the organic layer was washed with water (3×20 mL), dried (anhydrous sodium sulphate) and evaporated to dryness in vacuo. The residue was purified by flash chromatography (chloroform-2N methanolic ammonia 100:1) affording 0.373 g (43.7%) of the title compound as an ivory solid. M.p. 139-141° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06365591B1 |
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| Source dataset | uspto-grants-2002_04 |
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| ORD ID | ord-cc40e651339f4e4da172e78020c98c50 |
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| Source note | uspto-grants-2002_04 |
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