HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 580814Generated: October 27, 2026
3,4-Dibromothiophene → 3-Bromo-4-(2-fluoropyridin-3-yl)thiophene
https://huagongshe.com/reaction/580814
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3,4-Dibromothiophene | HCID 18452 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 2-Fluoro-3-(tributylstannyl)pyridine | HCID 11090319 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 3-Bromo-4-(2-fluoropyridin-3-yl)thiophene | HCID 15408561 | 27.6% |
Reaction Steps
A mixture of 2-fluoro-3-tributylstannylpyridine (1.9 g), 3, 4-dibromothiophene (1.5 g) and Pd(Ph3P)2Cl2 (0.175 g) in N-methylpyrrolidinone (7.5 mL), in a sealed tube, was heated at 100° C. for 16 hours. The mixture was cooled and stirred with aqueous potassium fluoride for 6 hours. The mixture was diluted with ethyl acetate, washed with water, dried filtered and evaporated. The residue was fractionated by chromatography to give 3-bromo-4-(2-fluoropyridin-3-yl)thiophene (0.35 g), mp 48-50° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05919779 |
|---|
| Source dataset | uspto-grants-1999_07 |
|---|
| ORD ID | ord-83eae3fdba584131b316cfdaea36b509 |
|---|
| Source note | uspto-grants-1999_07 |
|---|
