Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,4-Dichloro-5-methoxypyrimidine | HCID 601401 | — |
| Reactant | (Pyridin-4-yl)boronic acid | HCID 2734379 | — |
| Reactant | Potassium phosphate, tribasic, monohydrate | HCID 22031701 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86673516 | HCID 86673516 | 49.3% |
Reaction Steps
A mixture of 2,4-dichloro-5-methoxy-pyrimidine (3.0 g, 1.0 eq.), 4-pyridinylboronic acid (2.26 g, 1.1 eq.), Pd(PPh3)2Cl2 (0.58 g, 0.05 eq.), K3PO4—H2O (10.67 g, 3.0 eq.), H2O (3 ml) and 1,4-Dioxane (20.0 ml) was heated at 90° C. and refluxed overnight. The solvent was removed in vacuo, and the residue was extracted with EA and water. The combined organic layers was wash with brine, dried and evaporated in vacuo. The crude was purified by chromatography to give a yellow thick liquid (1.83 g, 49.26%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09315491B2 |
|---|
| Source dataset | uspto-grants-2016_04 |
|---|
| ORD ID | ord-7fe947185d7644e194c59e244a69c5b8 |
|---|
| Source note | uspto-grants-2016_04 |
|---|