HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 5-bromo-1-[(2,5-difluorophenyl)acetyl]-2,3-dihydro-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,5-Difluorophenylacetic acid | HCID 522823 | — |
| 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-[(2,5-difluorophenyl)acetyl]-2,3-dihydro-1H-indole | HCID 66823862 | 90% |
Reaction Steps
To a mixture of (2,5-difluorophenyl)acetic acid (0.869 g, 5.05 mmol) and HATU (2.112 g, 5.55 mmol) in N,N-Dimethylformamide (DMF) (10 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 for 1 hour. The mixture was poured onto water, and the resulting aqueous mixture was filtered to afford 5-bromo-1-[(2,5-difluorophenyl)acetyl]-2,3-dihydro-1H-indole (1.6 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-df83c659905a4334ab2fb916102e4acb |
| Source note | uspto-grants-2013_12 |