HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626352Generated: October 26, 2026
Benzoic Acid → (Z)-tert-Butyl 4-((6-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenoxy)-5-methylpyrimidin-4-yl)oxy)piperidine-1-carboxylate
https://huagongshe.com/reaction/1626352
Participants
| Role | Name | HCID | Charge |
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| Reactant | Benzoic Acid | HCID 243 | — |
| Reactant | Thiazolidinedione | HCID 5437 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | tert-Butyl 4-((6-(4-formylphenoxy)-5-methylpyrimidin-4-yl)oxy)piperidine-1-carboxylate | HCID 86697014 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (Z)-tert-Butyl 4-((6-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenoxy)-5-methylpyrimidin-4-yl)oxy)piperidine-1-carboxylate | HCID 56960507 | 66.3% |
Reaction Steps
To a solution of tert-butyl 4-((6-(4-formylphenoxy)-5-methylpyrimidin-4-yl)oxy)piperidine-1-carboxylate (950 mg, 0.002298 mole), thiazolidine-2,4-dione (241 mg, 0.00206 mole) and benzoic acid (0.0364 mg, 0.000298 mole) in toluene (30 ml), piperidine (0.033 ml, 0.00344 mole) was added and reaction mixture was refluxed for 7 hours using Dean-Stark apparatus. Then reaction mixture was cooled to 30° C. and solid product was filtered, washed with ice cold toluene and dried to yield 700 mg white solid product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08785463B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-6246c129ce9c4a2b9e5f09bd22435c91 |
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| Source note | uspto-grants-2014_07 |
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