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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2394280Generated: October 31, 2026

Phosphorus oxychloride → Methyl 5-chloro-6-methylpyrazine-2-carboxylate

https://huagongshe.com/reaction/2394280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantMethyl 6-methyl-5-oxo-4,5-dihydropyrazine-2-carboxylateHCID 12619145—
SolventDimethylformamideHCID 6228—
ProductMethyl 5-chloro-6-methylpyrazine-2-carboxylateHCID 1261914652%

Reaction Steps

To a solution of methyl 4,5-dihydro-6-methyl-5-oxo-2-pyrazine carboxylate (M. Mano, T. Seo, K. Imai, Chem. Pharm. Bull 10:3057-3063, 1980) in DMF (20 mL) was added POCl3 (20 mL). The reaction was refluxed for 0.5 h and then poured into ice. The aqueous layer was extracted with CHCl3 dried (MgSO4) and concentrated. The residue was chromatographed (SiO2, CHCl3) to provide the title compound (2.34 g, 52% yield); m.p. 49°-50° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05811428
Source datasetuspto-grants-1998_09
ORD IDord-159f59913a2949d7a03cc33f37822558
Source noteuspto-grants-1998_09