HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 5-Chloro-2-methyl-3-(8-quinolinyl)-1H-indole-1-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Quinoline-7-boronic acid | HCID 21886457 | — |
| Catalyst | Tetrakis palladium triphenylphosphine | HCID 86600928 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-Chloro-2-methyl-3-(8-quinolinyl)-1H-indole-1-acetic acid | HCID 10383271 | — |
Reaction Steps
The product of part b (250 mg), 7-quinoline boronic acid (114 mg), 2M sodium bicarbonate (0.7 ml), toluene, ethanol, tetrakis palladium triphenyl phosphine (O) and lithium chloride were heated at reflux for 2 hours. The reaction mixture was concentrated in vacuo, purified using amine resin and then by reverse phase preparative HPLC to give the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093278B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-fd2c68541ba04a9aa2532959621190bc |
| Source note | uspto-grants-2012_01 |