HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → Methyl 5-chloro-6-methylpyrazine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Methyl 6-methyl-5-oxo-4,5-dihydropyrazine-2-carboxylate | HCID 12619145 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 5-chloro-6-methylpyrazine-2-carboxylate | HCID 12619146 | 52% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05811428 |
| Source dataset | uspto-grants-1998_09 |
| ORD ID | ord-159f59913a2949d7a03cc33f37822558 |
| Source note | uspto-grants-1998_09 |