HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 1-(2-Methoxyethyl)-1H-pyrazole-4-boronic acid, pinacol ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Bromoethyl methyl ether | HCID 80972 | — |
| Reactant | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 2774010 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(2-Methoxyethyl)-1H-pyrazole-4-boronic acid, pinacol ester | HCID 11230491 | — |
Reaction Steps
A mixture of [A] 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (100 mg, 0.5 mmol), 2-bromoethyl methyl ether (58 uL, 0.62 mmol, Aldrich, Cat. No. 238155), and cesium carbonate (500.0 mg, 1.5 mmol) in acetonitrile (1 mL) was stirred at 90° C. overnight. After cooling it was quenched with water, extracted with ethyl acetate. The extract was washed with water twice, brine once; dried over Na2SO4. After filtration the filtrate was concentrated to yield 90 mg of the product. LCMS (M+H)+: m/z=253.1
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436008B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-5d38d8c8493940958814448e6a3bd9f1 |
| Source note | uspto-grants-2013_05 |