HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916732Generated: October 31, 2026
Sodium Carbonate → 5-(4-Chlorophenyl)pyrazin-2-amine
https://huagongshe.com/reaction/1916732
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Amino-5-bromopyrazine | HCID 599539 | — |
| Reactant | p-Chlorophenylboric acid | HCID 17810664 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-(4-Chlorophenyl)pyrazin-2-amine | HCID 20567029 | — |
Reaction Steps
Under an argon atmosphere 50 mL 2 M Na2CO3 solution and 1.2 g (1.0 mmol) tetrakis-triphenylphosphane-palladium are added to a solution of 8.7 g (50.0 mmol) 5-bromo-pyrazin-2-ylamine and 8.0 g (50.0 mmol) 4-chlorophenyl-boric acid in 150 mL 1,4-dioxane and 50 mL MeOH and the reaction mixture is heated to 110° C. for 2.5 h. The mixture is evaporated down i. vac., the residue is combined with water, extracted exhaustively with EtOAc and the organic phase is dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified by chromatography (silica gel, gradient: DCM to DCM/MeOH 20:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08618132B2 |
|---|
| Source dataset | uspto-grants-2013_12 |
|---|
| ORD ID | ord-d74b7ee5a66047f3bf8f9ef411294cb4 |
|---|
| Source note | uspto-grants-2013_12 |
|---|