HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 45137194, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Cyanophenylboronic acid | HCID 2734610 | — |
| Reactant | HCID 58449363 | HCID 58449363 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Product | HCID 45137194 | HCID 45137194 | — |
Reaction Steps
In a 5 mL microwave vial, (R)-3-bromo-5-(5-methylpyridin-2-yl)-N-(1-(2-methylpyrimidin-5-yl)ethyl)benzamide (50.00 mg, 0.1216 mmol), 2-cyanophenylboronic acid (35.72 mg, 0.2431 mmol), cesium carbonate (198.0 mg, 0.6078 mmol), tetra-n-butylammonium iodide (44.90 mg, 0.1216 mmol), and POPd (6.100 mg, 0.01216 mmol) were dissolved in Water (0.09 mL, 5 mmol) and N,N-dimethylformamide (0.4 mL, 6 mmol). The reaction mixture was microwaved for 20 mins at 150 degrees. The reaction was purified directly by reversed phase HPLC (acetonitrile:water gradient) at pH 10. The combined pure fractions were reduced in vacuo to afford the title compound as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133122B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-9af71c99496b4907b2a9b036fcf88fdc |
| Source note | uspto-grants-2015_09 |