Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | N,N-Dimethylaminoethyl chloride hydrochloride | HCID 11636816 | — |
| Reactant | Ethyl 2-(1,6-dihydroxy-4-methyl-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate | HCID 58292549 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58292774 | HCID 58292774 | — |
Reaction Steps
To the mixture of ethyl 2-(1,6-dihydroxy-4-methyl-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate (200 mg, 0.8 mmol) in 15 ml DMF was added Cs2CO3 (782 mg, 2.4 mmol), followed by 2-chloro-N,N-dimethylethanamine hydrochloride (116 mg, 0.81 mmol). The mixture was heated to 90° C. for 6 h and quenched by ice water (20 mL). The resulting mixture was extracted with EtOAc (3×20 ml) and the combined organic layers were dried over anhydrous Na2SO4 and concentrated to dryness. The residue was used directly in next step reaction without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08343944B2 |
|---|
| Source dataset | uspto-grants-2013_01 |
|---|
| ORD ID | ord-bcdf4ed21d3947b3993a0cfd08476426 |
|---|
| Source note | uspto-grants-2013_01 |
|---|