HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2'-Cyano-5-(4-cyanopyridin-3-yl)-4'-methylbiphenyl-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Bromo-4-cyanopyridine | HCID 11074051 | — |
| Reactant | Methyl 2'-cyano-4'-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl-3-carboxylate | HCID 58449393 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2'-Cyano-5-(4-cyanopyridin-3-yl)-4'-methylbiphenyl-3-carboxylic acid | HCID 58449391 | — |
Reaction Steps
Into a 5 mL microwave vial were charged methyl 2′-cyano-4′-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl-3-carboxylate (150 mg, 0.36 mmol), 3-bromoisonicotinonitrile (131 mg, 0.72 mmol), cesium carbonate (583 mg, 1.79 mmol), tetra-n-butylammonium iodide (132 mg, 0.36 mmol), POPd (18 mg, 0.036 mmol), water (0.3 mL) and N,N-dimethylformamide (1 mL). The reaction mixture was subjected to microwave irradiation at 150° C. for 10 mins. The reaction mixture was purified by HPLC to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133122B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-c40630e0da4c4c11a83f3df84415dfa1 |
| Source note | uspto-grants-2015_09 |