Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 3-Bromopyridine | HCID 12286 | — |
| Reactant | Tert-butyl 1,4-diazepane-1-carboxylate | HCID 2756058 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | Ammonia | HCID 222 | — |
| Product | 1-(Pyridin-3-yl)-4-tert-butoxycarbonylhomopiperazine | HCID 10802494 | — |
Reaction Steps
A mixture of 3-bromopyridine (3.95 g, 25.0 mmol), 1-tert-butoxycarbonyl-homopiperazine (5.0 g, 25.0 mmol), tetrakis(triphenylphosphine)palladium(0) (145 mg, 0.125 mmol), potassium tert-butoxide (6.1 g, 50.0 mmol) and anhydrous toluene (75 ml) was stirred at 80° C. for 4 hours. Water (100 ml) was added and the mixture was extracted three times with ethyl acetate (50 ml). Chromatography on silica gel with dichloromethane, methanol and conc. ammonia (89:10:1) gave the title compound as an oil. Yield 0.92 g, 13%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07282494B2 |
|---|
| Source dataset | uspto-grants-2007_10 |
|---|
| ORD ID | ord-b4887aaff1d4429fbe06be67a9157b16 |
|---|
| Source note | uspto-grants-2007_10 |
|---|
