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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2243891Generated: November 1, 2026

Oxalyl chloride → Methyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

https://huagongshe.com/reaction/2243891

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantN(1)-methyl-2-pyridone-5-carboxylic acidHCID 592704—
SolventDichloromethaneHCID 6344—
ProductMethyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylateHCID 59744956.8%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07678796B2
Source datasetuspto-grants-2010_03
ORD IDord-1769e2a8f51540439c1db6a2df7e14fe
Source noteuspto-grants-2010_03