HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727865Generated: November 2, 2026
Potassium Carbonate → 1-{4-[4-(4-Tert-butyl-phenylamino)phenoxy]-6-methoxyquinolin-7-yloxy}-3-morpholin-4-ylpropan-2-ol
https://huagongshe.com/reaction/1727865
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Epibromohydrin | HCID 18430 | — |
| Reactant | Tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate | HCID 2764081 | — |
| Reactant | (4-Tert-butylphenyl)-{4-[7-(3-chloropropoxy)-6-methoxy-4-quinolyloxy]phenyl}amine | HCID 57567448 | — |
| Reactant | 4-[4-(4-Tert-butylphenylamino)phenoxy]-6-methoxyquinolin-7-ol | HCID 135780251 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-{4-[4-(4-Tert-butyl-phenylamino)phenoxy]-6-methoxyquinolin-7-yloxy}-3-morpholin-4-ylpropan-2-ol | HCID 44382047 | 89% |
Reaction Steps
N,N-Dimethylformamide (2 ml) was added to 4-[4-(4-tert-butylphenylamino)phenoxy]-6-methoxyquinolin-7-ol (compound 21) (150 mg) (starting compound A) and potassium carbonate (250 mg). Epibromohydrin (46 μl) was added dropwise thereto, and the mixture was stirred at room temperature for 24 hr. Morpholine (95 μl) (starting compound B) was added dropwise to the reaction solution, and the mixture was stirred at 70 to 75° C. for 5 hr. The stirred mixture was extracted with ethyl acetate, and the extract was washed with saturated brine and was dried over sodium sulfate. The solvent was then removed by evaporation under the reduced pressure. The crude thus obtained was purified by thin-layer chromatography on silica gel using chloroform/methanol for development to give the title compound (179 mg, yield 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07495104B2 |
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| Source dataset | uspto-grants-2009_02 |
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| ORD ID | ord-2fb71456f6874a8d853229cb485c66ff |
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| Source note | uspto-grants-2009_02 |
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