HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyl bromide → HCID 86642307, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | 2-Amino-3,5-dibromopyrazine | HCID 620004 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86642307 | HCID 86642307 | 60% |
Reaction Steps
To a solution of 3,5-dibromo-pyrazin-2-ylamine (5.06 g, 20.00 mmol) in 100 mL of THF was added a solution of LiHMDS in THF (1M, 24 mL) at RT. The reaction mixture was stirred at RT for 2 hr, then allyl bromide (3.5 mL, 40 mmol) was added. The reaction mixture was stirred at RT overnight and quenched with saturated NH4Cl solution and extracted with EtOAc. The organic layer was washed with H2O and brine, dried (MgSO4) concentrated, and purified by SiO2 chromatography (200 g SiO2, hexanes/EtOAc 0-35% EtOAc) to give 3.51 g of allyl-(3,5-dibromo-pyrazin-2-yl)-amine as a yellow oil (60% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012974B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-57c1209047764a23885edc78dc228f24 |
| Source note | uspto-grants-2011_09 |