HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 118022720, compound → Tert-butyl 4-(5-benzoylpyrimidin-2-yl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 118022720 | HCID 118022720 | — |
| Reactant | HCID 178419663 | HCID 178419663 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Tert-butyl 4-(5-benzoylpyrimidin-2-yl)piperazine-1-carboxylate | HCID 118022456 | 73% |
Reaction Steps
To a solution of tert-butyl 4-(5-(methoxy(methyl)carbamoyl)pyrimidin-2-yl)piperazine-1-carboxylate (2.6 g, 7.4 mmol) in dry THF (30 mL) was added benzylmagnesium bromide (1 M in THF, 29.6 mL) at 0° C. under N2, and the mixture was stirred at room temperature for 3 hours. LCMS showed the reaction was completed. The reaction mixture was quenched with 1 M HCl and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by silica gel chromatography (petroleum ether:ethyl acetate=5:1) to get tert-butyl 4-(5-benzoylpyrimidin-2-yl)piperazine-1-carboxylate (2 g, 73%) as a yellow solid. MS (ES+) C20H24N4O3 requires: 368, found: 313 [M-56+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09334263B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-a2bc842c87d142beb6770bec7098c56d |
| Source note | uspto-grants-2016_05 |