Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Trimethylboroxine | HCID 574072 | — |
| Reactant | HCID 86704604 | HCID 86704604 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | HCID 86704605 | HCID 86704605 | — |
Reaction Steps
A mixture of the title compound from Step B (1.00 g, 2.83 mmol), trimethyl boroxine (1.78 g, 14.18 mmol), Cs2CO3 (0.92 g, 2.83 mmol), and catalytic amount Pd(PPh3)4 was stirred at 140° C. under microwave for 1 h. The solvent was removed. CH2Cl2 and water were added. The organic was extracted with CH2Cl2 (3×10 mL), washed with brine and dried over Na2SO4. The residue was purified by column chromatography on silica gel Biotage 40M, eluting with EtOAc/hexane (1/9) to give as a colorless oil. 1H NMR (CDCl3, 500 MHz) δ 4.61 (s, 2H), 3.55 (s, 3H), 2.60 (s, 3H), 2.58 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09221834B2 |
|---|
| Source dataset | uspto-grants-2015_12 |
|---|
| ORD ID | ord-5320a850265742418768295027d1d05b |
|---|
| Source note | uspto-grants-2015_12 |
|---|