HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 1-[(2S)-1,4-Dioxan-2-ylmethyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 2774010 | — |
| Reactant | (2R)-1,4-dioxan-2-ylmethyl methanesulfonate | HCID 86609782 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-[(2S)-1,4-Dioxan-2-ylmethyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 86700079 | 100% |
Reaction Steps
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (2.5 g) was added to a suspension of cesium carbonate (2.50 g) in 1,4-dioxane (30 ml). After stirring, (2R)-1,4-dioxan-2-ylmethyl methanesulfonate (2.78 g) was added and the mixture was stirred at 90° C. for four hours. After leaving to cool, the reaction solution was filtered, and the filtrate was concentrated. The residue was purified by silica gel column chromatography [chloroform:methanol=19:1 (v/v)] to give 3.79 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933103B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-d556cfaa76c244e19fd60fcfdf54ce32 |
| Source note | uspto-grants-2015_01 |