Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 3-Bromopyridine | HCID 12286 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | Ammonia | HCID 222 | — |
| Product | Tert-butyl 4-(pyridin-3-YL)piperazine-1-carboxylate | HCID 11673373 | — |
Reaction Steps
A mixture of 3-bromopyridine (7.8 g, 49.4 mmol), 1-tert-butoxycarbonylpiperazine (9.2 g, 49.4 mmol), tetrakis(triphenylphosphine)palladium(0) (286 mg, 0.247 mmol), potassium tert-butoxide (11.1 g, 98.8 mmol) and anhydrous toluene (100 ml) was stirred at 80° C. for 0.5 h. Water (100 ml) was added and the mixture was extracted three times with ethyl acetate (75 ml). Chromatography on silica gel with dichloromethane, methanol and conc. ammonia (89:10:1) gave the title compound as an oil. Yield 1.34 g, 10%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06897219B2 |
|---|
| Source dataset | uspto-grants-2005_05 |
|---|
| ORD ID | ord-eb9c1a602af449b680b90a55c9977ce3 |
|---|
| Source note | uspto-grants-2005_05 |
|---|
