HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → tert-butyl 4-(3-bromo-1-(pyridin-4-yl)-1H-indol-6-yl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | tert-butyl 4-(1-(pyridin-4-yl)-1H-indol-6-yl)piperazine-1-carboxylate | HCID 58159626 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-butyl 4-(3-bromo-1-(pyridin-4-yl)-1H-indol-6-yl)piperazine-1-carboxylate | HCID 50991462 | 30% |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
N-Bromosuccinimide (64.4 mg, 0.36 mmol) was added to a mixture solution of tert-butyl 4-(1-(pyridin-4-yl)-1H-indol-6-yl)piperazine-1-carboxylate (137 mg, 0.36 mmol) in THF (12 mL) at −78° C. After stirring at −78° C. for 2 hours, the mixture was further stirred at 0° C. for 1 hour and then pyridine (88 μL, 1.09 mmol) was added. After filtering using a diatomite pad, the solution was adsorbed by adding silica gel. Purification by chromatography (silica gel, EA:Hx=4:1) yielded the target compound (49.1 mg, 30%) as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329708B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-9a36b072df3d4c4a8a848cc2fffe51f0 |
| Source note | uspto-grants-2012_12 |