HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1-Iodocyclopropyl)(phenyl)sulfane → 2-[4-(1-Phenylsulfanyl-cyclopropoxy)-3-(2-m-tolyl-ethoxy)-benzoylamino]-indane-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1-Iodocyclopropyl)(phenyl)sulfane | HCID 11000298 | — |
| Reactant | 2-[4-Hydroxy-3-(2-m-tolyl-ethoxy)-benzoylamino]-indane-2-carboxylic acid methyl ester | HCID 67076268 | — |
| Catalyst | HCID 178418647 | HCID 178418647 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-[4-(1-Phenylsulfanyl-cyclopropoxy)-3-(2-m-tolyl-ethoxy)-benzoylamino]-indane-2-carboxylic acid | HCID 67076320 | 65.4% |
Reaction Steps
The compound of step 1 of example 254 (50 mg, 0.116 mmol), (1-iodo-cyclopropylsulfanyl)-benzene (G. J. Hollingworth et al., Tetrahedron Lett. 40 (1999), 2633-2636) (64 mg, 0.232 mmol) and silver carbonate (64 mg, 0.232 mmol) in toluene (1 ml) were stirred overnight at 50° C. The mixture was filtered, the filtrate evaporated to dryness and the residue purified by silica gel chromatography (HEP/EA gradient) to yield 44 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08802720B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-cb390f5cac064be7abddc64876d3dcee |
| Source note | uspto-grants-2014_08 |