Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 14639175 | HCID 14639175 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 14639189 | HCID 14639189 | — |
Reaction Steps
Dissolve 2,3-dihydro-10-phenyl-imidazo-[1,2-g][1,6]naphthyridin-5(1H)-one (2.63 g) in N,N-dimethylformamide (100 ml), and add the solution to a stirred suspension of dimethylformamide (25 ml) and sodium hydride (as a 60% dispersion in mineral oil). Use 0.25 g of the dispersion, and stir the resulting mixture for 1 hour at 25° C. Add methyl iodide (8.5 g), and stir for 15 hours, again at 25° C. Pour the mixture over ice and water (500 g), and extract with dichloromethane. Combine extracts, wash them with water and brine, dry them over magnesium or sodium sulfate, and concentrate them. Crystallize the residue from chloroform-acetone to obtain 2,3-dihydro-1-methyl-10-phenylimidazo[1,2-g]-[1,6]naphthyridin-5(1H)-one, mp 237°-240° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05070086 |
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| Source dataset | uspto-grants-1991_12 |
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| ORD ID | ord-c546455c86d0484fb0c6166983445b48 |
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| Source note | uspto-grants-1991_12 |
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