HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium methanesulfinate → 3-(6-Methanesulfonyl-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium methanesulfinate | HCID 2733271 | — |
| Reactant | 3-(6-Bromo-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid methyl ester | HCID 66765362 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 3-(6-Methanesulfonyl-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid methyl ester | HCID 66765038 | — |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
3-(6-Bromo-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid methyl ester (0.113 g, 0.3 mmol), sodium methanesulfinate (0.138 g, 1.35 mmol), and copper(I) iodide (0.257 g, 1.35 mmol) were combined in NMP (3 mL) in a sealed reaction vessel and stirred at 140° C. for overnight. The resulting mixture was cooled to room temperature, and subjected to standard aqueous workup. The crude residue was purified by silica gel chromatography (10-100% EtOAc in hexanes) to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09000025B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-900c4c1a9b034bad9f4f54da8762a7ef |
| Source note | uspto-grants-2015_04 |