HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 86686554, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium chlorodifluoroacetate | HCID 2734985 | — |
| Reactant | HCID 68014668 | HCID 68014668 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86686554 | HCID 86686554 | 75.4% |
Reaction Steps
A mixture of 1-[4-(3,4-difluoro-1H-pyrrol-1-yl)-2-hydroxyphenyl]-5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one (231 mg), sodium chlorodifluoroacetate (152 mg), potassium carbonate (104 mg), DMF (2.5 mL) and water (0.5 mL) was heated under reflux overnight. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate), and crystallized from hexane/ethyl acetate to give the title compound (193 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09090586B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-e9d2f8b6d77f402db83e1c7574b7aa96 |
| Source note | uspto-grants-2015_07 |