Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | Ethyl 2-butynoate | HCID 78043 | — |
| Reactant | HCID 86652849 | HCID 86652849 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 70963859 | HCID 70963859 | 52% |
Reaction Steps
A mixture of 7-methoxy-5-{[6-(methoxymethyl)pyridin-3-yl]oxy}-1H-indole-2-carbothioamide (2.04 g), ethyl 2-butynoate (1.8 mL), tributylphosphine (1.5 mL), tetrahydrofuran (25 mL) and toluene (30 mL) was stirred at 50° C. for 1 h. The mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=10/90 to 70/30, volume ratio) to give the title compound (1.36 g, 52%) as a yellow amorphous solid. MS 578 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08673942B2 |
|---|
| Source dataset | uspto-grants-2014_03 |
|---|
| ORD ID | ord-dc784ef627bc4761b451aeb113c64a46 |
|---|
| Source note | uspto-grants-2014_03 |
|---|