HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexane → 5-{[6-(Methoxymethyl)pyridin-3-yl]oxy}-7-(tetrahydro-2H-pyran-4-yloxy)-1H-indole-2-carbothioamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | HCID 66726164 | HCID 66726164 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-{[6-(Methoxymethyl)pyridin-3-yl]oxy}-7-(tetrahydro-2H-pyran-4-yloxy)-1H-indole-2-carbothioamide | HCID 86661824 | 99.4% |
Reaction Steps
To a solution of 5-{[6-(methoxymethyl)pyridin-3-yl]oxy}-7-(tetrahydro-2H-pyran-4-yloxy)-1H-indole-2-carboxamide (1.45 g) in tetrahydrofuran (20 mL) was added a Lawesson's reagent (1.6 g), and the mixture was stirred with heating under reflux for 1 hr. The reaction mixture was cooled, and concentrated under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (ethyl acetate:hexane=0:100 to 100:0, volume ratio) to give the title compound (1.5 g, yield 99%) as a yellow amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08557805B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-4c216918182343919a12e21640dcf83f |
| Source note | uspto-grants-2013_10 |