HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Amino3-cyano-4-methyl-5-[3,5-di(trifluoromethyl)phenyl]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3,5-Bis-trifluoromethylphenylboronic acid | HCID 156265 | — |
| Reactant | 2-Amino-5-bromo-4-methylnicotinonitrile | HCID 11321806 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Amino3-cyano-4-methyl-5-[3,5-di(trifluoromethyl)phenyl]pyridine | HCID 19707197 | — |
Reaction Steps
A stirred solution of 1.7 grams (0.008 mole) of 2-amino-5-bromo-3-cyano-4-methylpyridine, 3.2 grams (0.012 mole) of 3,5-di(trifluoromethyl)phenylboronic acid (commercially available), 4.3 grams (0.031 mole) of potassium carbonate and 0.3 gram of tetrakis(triphenylphosphine)palladium(0) in 150 mL of toluene is heated at 90° C. for about 20 hours. After this time, the reaction mixture is stirred with 100 mL of water, and the organic layer is separated. The organic layer is concentrated under reduced pressure, yielding 2-amino3-cyano-4-methyl-5-[3,5-di(trifluoromethyl)phenyl]pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05593998 |
| Source dataset | uspto-grants-1997_01 |
| ORD ID | ord-0f9be10b16ad4e34a3e3c5858aef36a8 |
| Source note | uspto-grants-1997_01 |