Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 86760515 | HCID 86760515 | — |
| Solvent | Ethylene Glycol | HCID 174 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67480855 | HCID 67480855 | 98% |
Reaction Steps
To a mixture of tert-butyl 4-(3-chloropyrazin-2-yl)-2-methylpiperazine-1-carboxylate (3.0 g, 9.6 mmol; from Step 2) in ethylene glycol (10 mL) and dioxane (30 mL) was added t-BuOK (1.18 g, 10.6 mmol). The resulting mixture was stirred at 90° C., under N2, overnight. Water (10 mL) was added to the light brown reaction mixture and extracted with dichloromethane (3×20 mL). The organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by column chromatography using toluene/EtOAc (2:3) as eluent to furnish 3.19 g (98%) of the title compound. HPLC purity: 99%. MS m/z 339 (M+H)+. HRMS m/z calcd for C16H26N4O4(M)+ 338.1954, found 338.1953.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07244722B2 |
|---|
| Source dataset | uspto-grants-2007_07 |
|---|
| ORD ID | ord-9b047ae8a5294ab98eb48cc7eadcfbce |
|---|
| Source note | uspto-grants-2007_07 |
|---|