HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lawesson's reagent → (R)-2-(Benzo[1,3]dioxol-5-yloxy)-5-fluoro-N-[2-fluoro-4-(1-thiocarbamoyl-ethoxy)-benzyl]-nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | (R)-2-(Benzo[1,3]dioxol-5-yloxy)-N-[4-(1-carbamoyl-ethoxy)-2-fluoro-benzyl]-5-fluoro-nicotinamide | HCID 10162322 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (R)-2-(Benzo[1,3]dioxol-5-yloxy)-5-fluoro-N-[2-fluoro-4-(1-thiocarbamoyl-ethoxy)-benzyl]-nicotinamide | HCID 60128050 | 163.1% |
Reaction Steps
A solution of (R)-2-(benzo[1,3]dioxol-5-yloxy)-N-[4-(1-carbamoyl-ethoxy)-2-fluoro-benzyl]-5-fluoro-nicotinamide (1.0 g, 2.12 mmol) and Lawesson's reagent (0.52 g, 1.27 mmol) in dry tetrahydrofuran (10 ml) was stirred at room temperature 2 h. The solvent was removed in vacuo. The residue was adsorbed onto silica gel and purified by column chromatography (20% ethyl acetate/hexane) to afford 1.01 g of a yellow solid (98% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07183293B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-4c963a97fe504ac8b9bff654cf683205 |
| Source note | uspto-grants-2007_02 |