HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Amino-1,2-dihydropyridin-2-one → HCID 68599964, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Amino-1,2-dihydropyridin-2-one | HCID 573530 | — |
| Reactant | 2-Cyanoethyl 3-oxobutanoate | HCID 12360406 | — |
| Reactant | 4-Bromo-2-(trifluoromethoxy)benzaldehyde | HCID 18700087 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 68599964 | HCID 68599964 | — |
Reaction Steps
10.00 g (31.17 mmol) of the compound from Example 6A and 6.41 g (31.17 mmol) of 2-cyanoethyl 3-oxobutanoate [Yamamoto, T., et al., Bioorg. Med. Chem. Lett. 16, 798-802 (2006)] are introduced into 100 ml of 2-propanol and, after adding 4.09 g (37.17 mmol) of 4-aminopyridin-2(1H)-one [Searls, T., McLaughlin, L. W., Tetrahedron 55, 11985-11996 (1999)], stirred at the reflux temperature for three days. After cooling, the solvent is removed under reduced pressure, and the crude product is purified by column chromatography (silica gel; mobile phase: dichloromethane/methanol 10:1). 7.38 g (36% of theory) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051316B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-dcc60f60f0754beaa8835da7768a3dfa |
| Source note | uspto-grants-2015_06 |