HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → ethyl (2E)-3-(7-cyano-4-fluoro-1H-indol-3-yl)-2-propenoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester | HCID 70670 | — |
| Reactant | 4-fluoro-3-formyl-1H-indole-7-carbonitrile | HCID 59146179 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | ethyl (2E)-3-(7-cyano-4-fluoro-1H-indol-3-yl)-2-propenoate | HCID 59146086 | 74.5% |
Reaction Steps
To a mixture of 4-fluoro-3-formyl-1H-indole-7-carbonitrile (D42) (9.0 g) in CH3CN (120 mL) was added ethyl (triphenylphosphoranyliden)acetate (25.0 g). The reaction was heated at reflux overnight. After the mixture was filtered, the filtrate was concentrated and purified by preparative TLC to afford ethyl (2E)-3-(7-cyano-4-fluoro-1H-indol-3-yl)-2-propenoate (D43) (9.2 g) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08217028B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-392de1bb2bc941bc9b766812e9454981 |
| Source note | uspto-grants-2012_07 |