HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lawesson's reagent → 7-Methyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carbothioamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | 7-Methyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carboxamide | HCID 66726141 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 7-Methyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carbothioamide | HCID 86661838 | 138.5% |
Reaction Steps
A mixture of 7-methyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carboxamide (2.95 g), a Lawesson's reagent (2.1 g), and dry tetrahydrofuran (70 mL) was stirred at 55° C. for 2 hr. The reaction solution was concentrated under reduced pressure, and the obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane=40:60 to 55:45, volume ratio). The obtained yellow oil was crystallized from ethyl acetate-hexane to give the title compound (2.6 g, yield 84%) as pale-yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08557805B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-8df18488abe345c3922374db7eca59fe |
| Source note | uspto-grants-2013_10 |