HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 89586284, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,2,2-Trifluoroethyl trifluoromethanesulfonate | HCID 80366 | — |
| Reactant | HCID 178493808 | HCID 178493808 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 89586284 | HCID 89586284 | 65.5% |
Reaction Steps
Under an argon atmosphere, to a solution of 5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4-ol (2.0 g) in dehydrated DMF (40 ml) was added 60% NaH in oil (596 mg) while stirring under ice-cooling, and the mixture was stirred at the same temperature for 0.5 hr. Then, trifluoromethanesulfonic acid 2,2,2-trifluoroethyl ester (2.6 g) was added, and the mixture was stirred at room temperature for 18 hr. To the reaction mixture was added methanol, and the mixture was concentrated to dryness under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.71 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150588B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-e473418063bf4dcd9f6d358c68d24b71 |
| Source note | uspto-grants-2015_10 |