Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(Chloromethyl)pyridine hydrochloride | HCID 23394 | — |
| Reactant | HCID 19592484 | HCID 19592484 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 19592750 | HCID 19592750 | 65.5% |
Reaction Steps
To a solution of 8-(2,6-dichlorobenzoylamino)-1,4-dihydro-3-methoxymethyl-4-oxoquinoline (209 mg) in N-methylpyrrolidone (4 ml) were added 3-chloromethylpyridine hydrochloride (109 mg), potassium carbonate (153 mg) and sodium iodide (20 mg), and the mixture was stirred for 4 hours at 80° C. The mixture was partitioned between ethyl acetate and water, and the separated organic layer was washed with brine, dried over magnesium sulfate and evaporated in vacuo. The residue was crystallized from ethanol to give 8-(2,6-dichlorobenzoylamino)-3-methoxymethyl-4-(pyridin-3-ylmethoxy)quinoline (170 mg) as white crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06008230 |
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| Source dataset | uspto-grants-1999_12 |
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| ORD ID | ord-2ca14d9716714760b7962417f310ec89 |
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| Source note | uspto-grants-1999_12 |
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