HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dimethoxyethane → 1-(6-Phenyl-3-pyridyl)-4-tert-butoxycarbonyl homopiperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | Tert-butyl 4-(6-bromopyridin-3-yl)-1,4-diazepane-1-carboxylate | HCID 22478562 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(6-Phenyl-3-pyridyl)-4-tert-butoxycarbonyl homopiperazine | HCID 22478459 | — |
Reaction Steps
1-(6-Bromo-3-pyridyl)-4-tert-butoxycarbonyl homopiperazine (0.89 g, 2.5 mmol), phenyl boronic acid (0.37 g, 3.0 mmol), tetrakis(triphenylphosphine)palladium(0) (0.15 g, 0.12 mmol), 1.2-dimethoxyethane (50 ml), potassium carbonate (1.0 g, 7.5 mmol) and water (7.5 ml) was stirred at reflux overnight. Water (50 ml) was added and the mixture was extracted twice with ethyl acetate (40 ml). Chromatography on silica gel with a mixture of petroleum:ethyl acetate (1:1) gave the title compound as an oil. Yield 0.83 g. 94%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06825189B1 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-03bec82529be40b79ed1d2a0ebfb9145 |
| Source note | uspto-grants-2004_11 |