HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-[4-(3-cyano-6-ethoxy-1-ethyl-indol-2-yl)phenyl]cyclopropanecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | 2-(4-aminophenyl)-6-ethoxy-1-ethyl-1H-indole-3-carbonitrile | HCID 59425274 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-[4-(3-cyano-6-ethoxy-1-ethyl-indol-2-yl)phenyl]cyclopropanecarboxamide | HCID 25052168 | 99% |
Reaction Steps
To a solution of compound 2-(4-aminophenyl)-6-ethoxy-1-ethyl-1H-indole-3-carbonitrile (3.66 g, 12 mmol), prepared as described in example 1 Gb, in 20 mL of THF is added Et3N (3.37 ml) and cyclopropanecarbonyl chloride (1.6 mL, 18 mmol). The mixture is stirred for 3 h at room temperature. Then water and ethyl acetate are added to the reaction mixture. The organic layer is separated, washed with brine (2×), dried over anhydrous Na2SO4, filtered and concentrated. The residue is recrystallized with ethyl acetate and hexane to yield 99% of cyclopropanecarboxylic acid [4-(3-cyano-6-ethoxy-1-ethyl-1H-indol-2-yl)-phenyl]-amide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07973069B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-90b240e9636242b4832cf77441d09a8c |
| Source note | uspto-grants-2011_07 |