Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromopropane | HCID 6358 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 5-Bromo-3-ethynylpyrazin-2-amine | HCID 45789618 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 2-Methylpropan-2-ol--water (1/1) | HCID 71401949 | — |
| Product | HCID 90273228 | HCID 90273228 | — |
Reaction Steps
A mixture of isopropyl bromide (2.5 g, 20.3 mmol) and sodium azide (1.3 g, 20.3 mmol) in t-BuOH/water (1:2) (25 mL) was stirred for 2 h at 80° C. Then the reaction mixture was cooled to room temperature, was added 5-bromo-3-ethynyl-pyrazin-2-ylamine (0.40 g, 2.03 mmol) and CuI (catalytic amount) and stirred for 16 h at 80° C. The reaction mixture was cooled to RT, diluted with EtOAc (100 mL) and washed with water (50 mL). The organic layer was washed with brine solution (50 mL), dried over anhydrous Na2SO4 and solvent was evaporated under reduced pressure to afford crude product. The crude product was washed with diethyl ether to afford the title compound as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09321748B2 |
|---|
| Source dataset | uspto-grants-2016_04 |
|---|
| ORD ID | ord-a5257bc1a35442f2833908897648e313 |
|---|
| Source note | uspto-grants-2016_04 |
|---|
