Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | Ethyl 2-butynoate | HCID 78043 | — |
| Reactant | HCID 86652850 | HCID 86652850 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 70963860 | HCID 70963860 | 72% |
Reaction Steps
To a stirred solution of 6-fluoro-7-(2-methoxyethoxy)-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carbothioamide (0.58 g), ethyl 2-butynoate (0.31 mL), tetrahydrofuran (10 mL) and toluene (15 mL) was added tributylphosphine (0.40 mL) at room temperature under argon atmosphere. After stirring at 40° C. for 3 h, the reaction mixture was concentrated to give a light brown oil, which was purified by silica gel chromatography (ethyl acetate:hexane=35:65 to 100:0, volume ratio) to give the title compound (525 mg, 72%) as a pale yellow oil. MS 552 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08673942B2 |
|---|
| Source dataset | uspto-grants-2014_03 |
|---|
| ORD ID | ord-6d3034f2bd0a4d6b80397780cdf4ee21 |
|---|
| Source note | uspto-grants-2014_03 |
|---|