HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 6-(4-bromophenyl)-5H-thieno[3,2-c]pyridin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Methyl-3-butyn-2-ol | HCID 8258 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 6-(4-Bromophenyl)-4-(4-ethylpiperazin-1-yl)thieno[3,2-c]pyridine | HCID 22502637 | — |
| Product | 6-(4-bromophenyl)-5H-thieno[3,2-c]pyridin-4-one | HCID 22502453 | 109.5% |
Reaction Steps
6-(4-Bromophenyl)-4-(4-ethylpiperazin-1-yl)thieno[3,2-c]pyridine (0.96 g) was heated under reflux in the presence of bistriphenylphosphine dichloride (48 mg), triphenylphosphine (174 mg) and cuprous iodide (46 mg), in 2-methyl-3-butyn-2-ol (0.26 g), pyridine (15 ml) and triethylamine (30 ml) for 1.5 hr. The reaction solution was evaporated, and the resulting residue was purified by NH-silica gel column chromatography (ethyl acetate/hexane system), to give 0.80 g of the title compound as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06875761B2 |
| Source dataset | uspto-grants-2005_04 |
| ORD ID | ord-aa5cb38b91e546c1a84ada7b81137dd2 |
| Source note | uspto-grants-2005_04 |