HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloropyrazine → Tert-butyl 2-(2-pyrazinyl)phenylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloropyrazine | HCID 73277 | — |
| Reactant | (2-Trimethylstannanyl-phenyl)-carbamic acid tert-butyl ester | HCID 10155176 | — |
| Catalyst | Copper(1+) | HCID 104815 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Tert-butyl 2-(2-pyrazinyl)phenylcarbamate | HCID 22493234 | 61% |
Reaction Steps
(2-Trimethylstannyl-phenyl)-carbamic acid tert-butyl ester (Bioorganic & Medicinal Chemistry,1998, 6,811-823) (1.4 g, 3.93 mmol), 2-chloropyrazine (0.5 g, 4.33 mmol, 1,1 eq), tetrakis(triphenylphosphine)palladium (0.18 g, 0.156 mmol), and copper (I) b (0.022 g, 0.156 mmol), in 1,4-dioxane (10 mL) were heated at 110° C. for 75 min. The reaction mixture was allowed to cool at room temperature. The crude product was adsorbed onto silica gel and purified by column chromatography to give 0.65 g of tert-butyl 2-(2-pyrazinyl)phenylcarbamate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06884801B1 |
| Source dataset | uspto-grants-2005_04 |
| ORD ID | ord-c02ebc74b17c4ab48afe454acef111af |
| Source note | uspto-grants-2005_04 |