HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 4-(5-Acetyl-pyridin-2-yl)-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Methoxycarbonylphenylboronic acid | HCID 2734369 | — |
| Reactant | 1-(6-Chloropyridin-3-yl)ethan-1-one | HCID 2779698 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-(5-Acetyl-pyridin-2-yl)-benzoic acid methyl ester | HCID 57980135 | — |
Reaction Steps
Procedure U′: To a stirring solution of 1-(6-chloro-pyridin-3-yl)-ethanone (1.0 mmol, CAS # 55676-22-7) and 4-methoxycarbonylphenyl boronic acid (1.2 mmol) in dioxane (0.15M), add tetrakis-(triphenylphosphine) palladium (0.044 mmol) and 2M aqueous sodium carbonate (5.0 mmol). Heat the reaction to 90° C. for three hours. After this time, remove the heat and concentrate in vacuo. Purify the title compound via radial chromatography eluting with methanol and dichloromethane. MS (m/e): 256.1 (M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632857B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-7420baedf74e4880856c8d7d3e1cd5dd |
| Source note | uspto-grants-2009_12 |