HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 68431773, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 68431211 | HCID 68431211 | — |
| Reactant | HCID 178418244 | HCID 178418244 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68431773 | HCID 68431773 | 65.3% |
Reaction Steps
To a tetrahydrofuran solution (1 mL) of 4-bromo-5-(4-fluorobenzyloxy)-2-{4-[(2-tetrahydropyranyl)oxy]phenyl}-2H-pyridazin-3-one (136 mg, 0.29 mmol), 2.66 N n-butyl lithium hexane-solution (0.13 mL, 0.35 mmol) was added at −78° C. and stirred for 30 minutes. Methanol was added to the reaction liquid, warmed up to room temperature and ethyl acetate was added. Thus obtained organic layer was washed with 5% aqueous citric acid solution and saturated brine, and dried over anhydrous magnesium sulfate. Concentrating the solvent under reduced pressure, the resulting residue was purified on silica gel column chromatography (C-300; ethyl acetate:hexane=1:1) to provide the title compound (74.2 mg, 65.3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07732456B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-a95beb4a5b7941b19ff063adf4e3bc26 |
| Source note | uspto-grants-2010_06 |