HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 5-methoxy-1-[2-methoxy-4-(1H-pyrazol-1-yl)phenyl]-3-{1-[3-(trifluoromethyl)phenyl]-1H-pyrazol-5-yl}pyridazin-4(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (3-(Trifluoromethyl)phenyl)hydrazine | HCID 98650 | — |
| Reactant | HCID 71272086 | HCID 71272086 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-methoxy-1-[2-methoxy-4-(1H-pyrazol-1-yl)phenyl]-3-{1-[3-(trifluoromethyl)phenyl]-1H-pyrazol-5-yl}pyridazin-4(1H)-one | HCID 71272031 | — |
Reaction Steps
To a suspension of 3-[3-(dimethylamino)prop-2-enoyl]-5-methoxy-1-[2-methoxy-4-(1H-pyrazol-1-yl)phenyl]pyridazin-4(1H)-one (136 mg) in ethanol (1.5 mL) was added dropwise a solution of 3-(trifluoromethyl)phenylhydrazine (0.049 mL) and TFA (0.15 mL) in ethanol (1.5 mL), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, ethyl acetate), and recrystallized from ethanol/water to give the title compound (123 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09090586B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-eec7095a64404c76a88f1efca44807db |
| Source note | uspto-grants-2015_07 |