HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dimethoxyethane → 4-[3-Cyano-5-(4-methoxyphenyl)indol-1-yl]benzoic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | 4-(5-Bromo-3-cyanoindol-1-yl)benzoic acid ethyl ester | HCID 25052346 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-[3-Cyano-5-(4-methoxyphenyl)indol-1-yl]benzoic acid ethyl ester | HCID 25052347 | 91.3% |
Reaction Steps
A mixture of 4-(5-bromo-3-cyanoindol-1-yl)benzoic acid ethyl ester (0.1 g), 4-methoxyphenylboronic acid (0.066 g), potassium carbonate (0.09 g) in a mixed solvent of 1,2-dimethoxyethane (3 mL), ethanol (0.5 mL) and water (0.5 mL) was stirred in the presence of tetrakis(triphenylphosphine) palladium catalyst at 90° C. for 18 hours. This reaction mixture was poured into water, and the precipitated solid was collected by filtration. This solid was washed with water, dried under reduced pressure at 50° C. to give the title compound (0.098 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829040B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-bac9f390241e4de1acaec2641e32f366 |
| Source note | uspto-grants-2014_09 |