HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2',3'-Difluoro-5-(5-methylpyridin-2-yl)biphenyl-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-Bromo-2,3-difluorobenzene | HCID 2733260 | — |
| Reactant | Methyl 3-(5-methylpyridin-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate | HCID 59432564 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Product | 2',3'-Difluoro-5-(5-methylpyridin-2-yl)biphenyl-3-carboxylic acid | HCID 58449360 | — |
Reaction Steps
In a 5 mL microwave vial, methyl 3-(5-methylpyridin-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (250 mg, 0.71 mmol), 1-bromo-2,3-difluorobenzene (273.2 mg, 1.416 mmol), cesium carbonate (1153 mg, 3.539 mmol), tetra-n-butylammonium iodide (261.4 mg, 0.7078 mmol), and POPd (35.51 mg, 0.07078 mmol) were dissolved in Water (0.5 mL, 30 mmol) and N,N-dimethylformamide (3 mL, 30 mmol). The reaction mixture was microwaved for 10 mins at 150 degrees. The reaction mixture was extracted with ethylacetate and washed repeatedly with brine. The solvent removed under reduced pressure and used in the next reaction without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133122B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-328ed60727c445bc99ed83a823ba5d37 |
| Source note | uspto-grants-2015_09 |