HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → Methyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | N(1)-methyl-2-pyridone-5-carboxylic acid | HCID 592704 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate | HCID 597449 | 56.8% |
Reaction Steps
The mixture obtained in Example 26 (˜2.5 g total) was dissolved in dichloromethane (30 mL). Oxalyl chloride (2 M in dichloromethane, 16.3 mL. 32.6 mmol) was added and the reaction was stirred for 30 min. The reaction was quenched with methanol, then diluted with dichloromethane and washed with water. The organic phase was dried over anhydrous magnesium sulfate, filtered and concentrated, then chromatographed in 20-50% ethyl acetate in hexanes to yield the title product 1.55 g, 26% (2 steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07678796B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-1769e2a8f51540439c1db6a2df7e14fe |
| Source note | uspto-grants-2010_03 |