HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 4-(3-Acetyl-5-isopropoxy-2-methyl-1,4-dihydro-1,6-naphthyridin-4-yl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Isopropyl iodide | HCID 6362 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(3-Acetyl-2-methyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl)benzonitrile | HCID 59603008 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(3-Acetyl-5-isopropoxy-2-methyl-1,4-dihydro-1,6-naphthyridin-4-yl)benzonitrile | HCID 24798333 | — |
Reaction Steps
100 mg (0.32 mmol) of 4-(3-acetyl-2-methyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridin-4-yl)-benzonitrile are suspended in DMF (4 ml), and 14 mg (0.36 mmol) of sodium hydride (60% in mineral oil) are added. Then 34 μl (0.34 mmol) of 2-iodopropane are added to the dark red solution. The solution is stiffed at RT for 24 h, then mixed with methanol and purified by preparative HPLC. 18 mg (16% 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-df38ffeeb27f4f6db0897adff46a4a01 |
| Source note | uspto-grants-2013_03 |