HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1907695Generated: November 2, 2026
Hexane → 5-Bromo-2-(3,4-dimethoxyphenyl)pyridine
https://huagongshe.com/reaction/1907695
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2,5-Dibromopyridine | HCID 69353 | — |
| Reactant | 3,4-Dimethoxyphenylboronic acid | HCID 2734702 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Bromo-2-(3,4-dimethoxyphenyl)pyridine | HCID 13979741 | 76% |
Reaction Steps
To a degassed solution of 2,5-dibromopyridine 35 (0.50 g, 2.11 mmol), 3,4-dimethoxyphenylboronic acid 36 (0.50 g, 2.74 mmol) and sodium carbonate (0.67 g, 6.3 mmol) in ethyleneglycol dimethylether (7 mL) and H2O (2 mL) was added tetrakis(triphenylphosphine)-palladium(0) (0.16 g, 0.14 mmol) and the solution was stirred at 75° C. for 18 h. The reaction mixture was filtered, concentrated, diluted with AcOEt, washed with brine, dried over MgSO4, filtered and concentrated. Flash chromatography of the residue (eluent: 3:1 hexane:AcOEt) provided title compound 37 (0.47 g, 76% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08598168B2 |
|---|
| Source dataset | uspto-grants-2013_12 |
|---|
| ORD ID | ord-b8b1e079f9094a7d8e7d213873616319 |
|---|
| Source note | uspto-grants-2013_12 |
|---|