HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 67417398, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 4-Amino-1,2-dihydropyridin-2-one | HCID 573530 | — |
| Reactant | 4-Formyl-3-methoxybenzonitrile | HCID 16659251 | — |
| Reactant | HCID 75611571 | HCID 75611571 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 67417398 | HCID 67417398 | — |
Reaction Steps
500 mg (3.1 mmol) of 4-formyl-3-methoxybenzonitrile are dissolved with 493 mg (3.1 mmol) of sodium 1-cyano-3,3,3-trifluoroprop-1-en-2-olate, 341 mg (3.1 mmol) of 4-aminopyridin-2(1H)-one [Searls, T., McLaughlin, L. W., Tetrahedron 55, 11985-11996 (1999)] and 266 μl (4.65 mmol) of acetic acid in 40 ml of isopropanol and heated under reflux under argon for 12 h. After cooling, the solution is concentrated, and the residue is again stirred in 45 ml of acetic acid under reflux overnight. The solution is cooled and then concentrated, and the residue is purified by preparative HPLC. 392 mg (34% of theory) of the title compound are obtained as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404709B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-cc92dc803bb74c3ca257efbb57d01c57 |
| Source note | uspto-grants-2013_03 |