HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Phosphate, Tribasic → (E)-2-((4-chlorophenyl)(4-styrylquinolin-6-yl)methyl)thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Styrylboronic acid | HCID 5702628 | — |
| Reactant | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Reactant | 2-((4-Bromoquinolin-6-yl)(4-chlorophenyl)methyl)thiazole | HCID 118323990 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (E)-2-((4-chlorophenyl)(4-styrylquinolin-6-yl)methyl)thiazole | HCID 118324044 | — |
Reaction Steps
A mixture of 2-((4-bromoquinolin-6-yl)(4-chlorophenyl)methyl)thiazole (28 mg, 0.0674 mmol), (E)-styrylboronic acid (19.9 mg, 0.135 mmol), Pd(OAc)2 (1.5 mg, 0.00674 mmol), SPhos (5.5 mg, 0.022 mmol) and K3PO4 (28.6 mg, 0.135 mmol) was stirred at room temperature overnight under argon. The reaction was diluted with EtOAc and water. The aqueous layer was extracted with EtOAc twice. The organic layers combined were concentrated and the crude material was purified by silica column chromatography (25% EtOAc/hexanes) to yield (E)-2-((4-chlorophenyl)(4-styrylquinolin-6-yl)methyl)thiazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09266835B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-263bd2f4cf234c66a37c27f058ebe4b6 |
| Source note | uspto-grants-2016_02 |