HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isoamyl Nitrite → HCID 86660197, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isoamyl Nitrite | HCID 8053 | — |
| Reactant | 1,1-Dibromoethane | HCID 11201 | — |
| Reactant | Bromotrimethylsilane | HCID 76113 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 67299911 | HCID 67299911 | — |
| Product | HCID 86660197 | HCID 86660197 | — |
Reaction Steps
To a solution of methyl 3-amino-6-cyclopropylpyrazine-2-carboxylate (1 g, 5.18 mmol, intermediate A-10, step 2) in dibromethane (16.0 ml, 229 mmol) at 0° under an argon atmosphere was added isoamyl nitrite (1.49 ml, 11.1 mmol) and trimethylbromosilane (2.03 ml, 15.7 mmol). The mixture was stirred at 0° for 10 min and at r.t overnight. The reaction mixture was poured onto ice, neutralized with solid NaHCO3, extracted with dichloromethane, dried over MgSO4, filtered and evaporated. The title compound was obtained after silica gel chromatography using a heptane/ethylacetate gradient as viscous oil (450 mg, 34%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08623866B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-52211db280fe4241bf74bb1e8ac8218c |
| Source note | uspto-grants-2014_01 |