Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Benzyl Chloride | HCID 7503 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Product | HCID 11959429 | HCID 11959429 | 89% |
Reaction Steps
2H-[2,7]naphtyridine-1-on (200 mg, 1.368 mmol) was suspended in 6 mL of anhydrous DMF, and added with NaH (60% dispersion in mineral oil, 82 mg, 2.053 mmol) while stirring it at 0° C. under the nitrogen atmosphere. The mixture was cooled down at room temperature for about 2 hours, dropwisely added with benzyl chloride (0.19 mL, 1.642 mmol) at 0° C. and then stirred at room temperature for about 2 hours. The mixture was added with 5 mL of a saturated solution of ammonium chloride and 5 mL of distilled water, while stirring it at 0° C., and extracted twice with 30 mL of EtOAc. The resulting organic layer was washed with a saturated solution of sodium chloride, dried with anhydrous sodium sulfate, filtered and then concentrated. A silica gel column chromatography (5% MeOH/MC) was performed on thus obtained concentrated residue and obtained 288 mg (89%) of 2-benzyl-2H-[2,7]naphtyridine-1-on in white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07601736B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-68e142c40f91486f9a0b29201c6a330d |
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| Source note | uspto-grants-2009_10 |
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