HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Cyclobutyl 5-cyano-2,6-dimethyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-1,4-dihydropyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | (2Z)-3-Amino-2-butenenitrile | HCID 5325263 | — |
| Reactant | 2-Methyl-4-oxo-4H-chromene-8-carbaldehyde | HCID 13374883 | — |
| Reactant | Cyclobutyl 3-oxobutanoate | HCID 20189390 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Cyclobutyl 5-cyano-2,6-dimethyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-1,4-dihydropyridine-3-carboxylate | HCID 15978969 | — |
Reaction Steps
60 mg (0.32 mmol) of 2-methyl-4-oxo-4H-chromene-8-carbaldehyde are dissolved with 49.7 mg (0.32 mmol) of cyclobutyl 3-oxobutanoate, 26.2 mg (0.32 mmol) of 3-aminocrotononitrile and 19.1 mg (0.32 mmol) of acetic acid in 5 ml of 2-propanol and heated under reflux under argon for 4 h. The solvent is removed in vacuo, and the residue is purified by preparative HPLC. 64 mg (51% of theory) of the title compound are obtained as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08058447B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-07d8137e2e3847a9889d5951a7d651e1 |
| Source note | uspto-grants-2011_11 |