HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → HCID 58128652, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 58128653 | HCID 58128653 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58128652 | HCID 58128652 | 54% |
Reaction Steps
To a solution of 5-chloro-4-[3-(2,5-dimethyl-pyrrol-1-yl)-4-methyl-phenyl]-2H-pyridazin-3-one (0.90 g, 2.87 mmol) and KOH (0.40 g, 7.17 mmol) in DMF (1.2 ml) and water (11 ml) was added 10% Pd/C (0.05 g). The mixture was hydrogenated in a Parr vessel at 4.14 BAR for 18 hours. Aqueous 10% KOH (15 ml) was added and the mixture was filtered. The filtrate was take to pH 1 with conc. HCl and extracted with DCM. The combined extracts were washed with water and brine, dried over MgSO4, filtered and concentrated to dryness under reduced pressure. Purification of the residue by flash chromatography (hex:EtOAc/1:1) gave 0.429 g (54%) of 4-[3-(2,5-dimethyl-pyrrol-1-yl)-4-methyl-phenyl]-2H-pyridazin-3-one as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08435990B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-c6079caea11d454fa22a33434a311ddb |
| Source note | uspto-grants-2013_05 |