Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(1H-Imidazol-1-yl)-2-methylquinolin-8-ol | HCID 18404236 | — |
| Reactant | 2,6-dichloro-3-[N-methyl-N-(phthalimidoacetyl)amino]benzyl methanesulfonate | HCID 21254686 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54006413 | HCID 54006413 | 96% |
Reaction Steps
To a mixture of 2,6-dichloro-1-mesyloxymethyl-3-(N-methyl-N-phthalimidoacetylamino)benzene (2.35 g), tetrabutylammonium iodide (123 mg) and molecular sieves 4A (340 mg) in N,N-dimethylformamide (38 ml) were added 8-hydroxy-4-(imidazol-1-yl)-2-methylquinoline (750 mg) and potassium carbonate (2.3 g) under ice-cooling, and the mixture was stirred for 15 minutes at the same temperature and overnight at ambient temperature. Water and chloroform were added thereto, and the separated organic layer was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was crystallized with ethyl acetate to give 8-[2,6-dichloro-3-(N-phthalimidoacetyl-N-methylamino)benzyloxy]-4-(imidazol-1-yl)-2-methylquinoline (1.92 g) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06083959 |
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| Source dataset | uspto-grants-2000_07 |
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| ORD ID | ord-e05f29fbd94d47bc864f6afd56fece7e |
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| Source note | uspto-grants-2000_07 |
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