HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 5-(3-Cyclobutylpropanoyl)-2,6-dimethyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-1,4-dihydropyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-Methyl-4-oxo-4H-chromene-8-carbaldehyde | HCID 13374883 | — |
| Reactant | 5-Amino-1-cyclobutylhex-4-en-3-one | HCID 66991810 | — |
| Reactant | Sodium 1-cyanoprop-1-en-2-olate | HCID 74083625 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 5-(3-Cyclobutylpropanoyl)-2,6-dimethyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-1,4-dihydropyridine-3-carbonitrile | HCID 66991755 | — |
Reaction Steps
100 mg (0.53 mmol) of 2-methyl-4-oxo-4H-chromene-8-carbaldehyde are dissolved with 55.8 mg (0.53 mmol) of sodium 1-cyanoprop-1-en-2-olate, 88.8 mg (0.53 mmol) of 5-amino-1-cyclobutylhex-4-en-3-one (example 15, stage a) and 30 μl (0.53 mmol) of acetic acid in 3 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. 61 mg (28% 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-aba788f6b0ad42b4b04f753a3f0132d8 |
| Source note | uspto-grants-2011_11 |