HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-(2-(4-fluorophenyl)-2-methylpropyl)-5-vinylpyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Trivinylboroxin | HCID 2734807 | — |
| Reactant | 5-bromo-N-(2-(4-fluorophenyl)-2-methylpropyl)pyrimidin-2-amine | HCID 67452892 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-(2-(4-fluorophenyl)-2-methylpropyl)-5-vinylpyridin-2-amine | HCID 67452625 | 73% |
Reaction Conditions
| Temperature | 115 °C |
|---|
Reaction Steps
To a 5 mL microwave reaction vessel was added 5-bromo-N-(2-(4-fluorophenyl)-2-methylpropyl)pyrimidin-2-amine (255 mg, 0.8 mmol, 1.0 equiv), 2,4,6-trivinyl-1,3,5,2,4,6-trioxatriborinane (285 mg, 1.2 mmol, 1.5 equiv), Cl2Pd(dppf) (58 mg, 79 μmol, 0.1 equiv), potassium carbonate (1.2 mL of a 2N aqueous solution, 2.4 mmol, 3.0 equiv), and dioxane (4 mL). The reaction was heated in a microwave reactor at 115° C. for 20 min. The aqueous layer was removed from the reaction, and the organic layer was directly purified by reverse phase column chromatography to give 158 mg (73%) of N-(2-(4-fluorophenyl)-2-methylpropyl)-5-vinylpyridin-2-amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133123B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-461da193970b4a85a5f5b457564b2658 |
| Source note | uspto-grants-2015_09 |