HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 1-(2,3-Dimethylindazol-5-yl)-4-[[2-(trifluoromethyl)-1,3-thiazol-4-yl]methoxy]pyridin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | [2-(Trifluoromethyl)-1,3-thiazol-4-yl]methanol | HCID 20079604 | — |
| Reactant | 1-(2,3-dimethyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-one | HCID 117798670 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(2,3-Dimethylindazol-5-yl)-4-[[2-(trifluoromethyl)-1,3-thiazol-4-yl]methoxy]pyridin-2-one | HCID 117798680 | 12.5% |
Reaction Steps
To a suspension of 1-(2,3-dimethyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-one (63 mg), [2-(trifluoromethyl)-1,3-thiazol-4-yl]methanol (90 mg) and triphenylphosphine (193 mg) in tetrahydrofuran (6 ml) was added bis(2-methoxyethyl)azodicarboxylate (173 mg) at room temperature, and the mixture was stirred at the same temperature for 3 hr. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/methanol) to give the title compound (13 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199963B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-43c01e42f8374d8cbad137f83be78799 |
| Source note | uspto-grants-2015_12 |