HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 118599099, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Methyloxybenzyl chloride | HCID 69993 | — |
| Reactant | HCID 118598819 | HCID 118598819 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 118599099 | HCID 118599099 | — |
Reaction Steps
Add sodium hydride (2.5 mmol, 2.5 eq) to a cooled solution of 5-bromo-N-methoxy-N,3-dimethyl-6-oxo-1,6-dihydropyridine-2-carboxamide (2, 1.0 mmol, 1 eq) in dimethylformamide (25 mL) and stir the reaction for 20 min. Add 4-methoxybenzyl chloride (1.2 mmol, 1.2 eq) and stir the reaction for 16 h. After completion, quench the reaction with water and extract with ethyl acetate. Remove the solvent and purify the crude by column chromatography to afford 5-bromo-N-methoxy-1-(4-methoxybenzyl)-N,3-dimethyl-6-oxo-1,6-dihydropyridine-2-carboxamide (3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382248B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-4e3419397eaf48c796fb0e1649128653 |
| Source note | uspto-grants-2016_07 |