HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromopyridinium chloride → 4-(Furan-3-yl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromopyridinium chloride | HCID 88100 | — |
| Reactant | Furan-3-boronic acid | HCID 2734358 | — |
| Reactant | 3-(Biphenyl-4-yl)furan | HCID 18380293 | — |
| Product | 4-(Furan-3-yl)pyridine | HCID 10855602 | 100% |
Reaction Steps
According to the procedure described in Example 1(a) for the preparation of 3-biphenyl-4-yl-furan, 4-bromopyridine hydrochloride (500 mg, 2.57 mmol) was coupled to fresh 3-furanboronic acid (see Thompson, W. J.; Gaudino, G. J. Org. Chem. 1984, 49, 5237-5243) to furnish 373 mg(100%) of crude 4-furan-3-yl-pyridine as an unstable solid that was used immediately. NMR and IR matched that of literature (see Ribereau, P.; Queguiner, G. Can. J. Chem. 1983, 61, 334-342 and Ishikura, M.; Ohta, T.; Terashima, M. Chem. Pharm. Bull. 1985, 33, 4755-4763).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06495699B2 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-984679dc13514f8ab196dfdbd8f4e0de |
| Source note | uspto-grants-2002_12 |