HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 45480238, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | HCID 20164596 | HCID 20164596 | — |
| Solvent | Chlorobenzene | HCID 7964 | — |
| Product | HCID 45480238 | HCID 45480238 | 69.1% |
Reaction Steps
7-Methyl-1-H-cinnolin-4-one (1.3 g, 8.1 mmol) is treated with about 80 mL of chlorobenzene and heated until the solid dissolves. The resulting solution is cooled and treated with pyridine (0.16 mL, 2 mmol) and POCl3 (1.13 mL, 12.2 mmol). The solution is heated to reflux for 1 h then concentrated to dryness. The residue is chromatographed (20% ethyl acetate/hexane) to yield the title compound as a tan solid (˜1 g, 5.6 mmol). MS m/z (M+=178); 1H NMR (CDCl3, 300 MHz) δ9.3 (s, 1H), 8.35 (s, 1H), 8.1 (d, 1H), 7.7 (d, 1H), 2.68 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612075B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-b062788de6384089afae877869bcc373 |
| Source note | uspto-grants-2009_11 |