HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[(Indol-7-yl)methyl]-2-bromopropionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Bromopropanoyl chloride | HCID 97980 | — |
| Reactant | (1H-Indol-7-YL)methanamine | HCID 21950026 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[(Indol-7-yl)methyl]-2-bromopropionamide | HCID 17985781 | 46% |
Reaction Steps
Add 2-bromopropionyl chloride to a solution of (indol-7-yl)methylamine and triethylamine (0.49 g, 47.6 mmol) in tetrahydrofuran (20 ml) at 0° C. Stir for 1 hour at room temperature and quench with saturated aqueous sodium bicarbonate. Extract with ethyl acetate, concentrate under reduced pressure and subject the residue to silica gel chromatography to provide the desired compound (0.62 g, 46%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08058425B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-c86ed1f295b845d2a32f6a7aa3f9b69c |
| Source note | uspto-grants-2011_11 |