HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylacetic Acid → 5-bromo-1-(phenylacetyl)-2,3-dihydro-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylacetic Acid | HCID 999 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Bromoindoline | HCID 3411566 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-bromo-1-(phenylacetyl)-2,3-dihydro-1H-indole | HCID 66824105 | 77.7% |
Reaction Steps
To a mixture of phenylacetic acid (0.687 g, 5.05 mmol) and HATU (2.112 g, 5.55 mmol) in N,N-Dimethylformamide (DMF) (5 mL) was added Hunig's base (0.882 mL, 5.05 mmol), and the resulting mixture was stirred for 15 minutes at room temperature. 5-bromo-2,3-dihydro-1H-indole (1 g, 5.05 mmol) was added, and the reaction mixture was stirred at room temperature overnight. The reaction was poured onto water, and the resulting precipitate was filtered and air dried to afford the 5-bromo-1-(phenylacetyl)-2,3-dihydro-1 H-indole (1.24 g) as a tan solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598156B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-8620f4fe7e6843f4b1d8864f4d6850e3 |
| Source note | uspto-grants-2013_12 |