Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoic Acid | HCID 243 | — |
| Reactant | Thiazolidinedione | HCID 5437 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | HCID 68958311 | HCID 68958311 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 72804131 | HCID 72804131 | — |
Reaction Steps
A mixture of compound 3-[2-(4-Acetyl-2-chloro-phenoxy)-ethoxy]-2-(3,4-difluoro-phenyl)-1-methyl-1H-quinolin-4-one (97 g, 200 mmol), thiazolidine-2,4-dione (141 g, 1200 mmol), benzoic acid (44 g, 361 mmol) and piperidine (35 g, 411.7 mmol) were taken a single neck round bottomed flask, to this toluene (1000 mL) was added. The round-bottomed flask 20 was fitted with dean stark apparatus, which was connected to a reflux condenser. The reaction mixture was heated to reflux for 48 hours under a nitrogen atmosphere. The reaction mixture was cooled to 25° C. and was allowed to pass through a silica gel column. The product was eluted by using 0.3-0.9% MeOH/CHCl3 to afford the title compound, 37 g (32%) as off white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07456288B2 |
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| Source dataset | uspto-grants-2008_11 |
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| ORD ID | ord-ed01ef056c204d6782754f2980e8ce3f |
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| Source note | uspto-grants-2008_11 |
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