HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 4-(4-{5-Methyl-4-[2-(2-methyl-piperidin-1-yl)-ethyl]-oxazol-2-yl}-phenyl)-pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (Pyridin-4-yl)boronic acid | HCID 2734379 | — |
| Reactant | 1-{2-[2-(4-Bromo-phenyl)-5-methyl-oxazol-4-yl]-ethyl}-2-methylpiperidine | HCID 11516070 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-(4-{5-Methyl-4-[2-(2-methyl-piperidin-1-yl)-ethyl]-oxazol-2-yl}-phenyl)-pyridine | HCID 58951479 | 10% |
Reaction Steps
Add 1-{2-[2-(4-bromo-phenyl)-5-methyl-oxazol-4-yl]-ethyl }-2-methylpiperidine (0.724 g, 1.99 mmol), Pd(Ph3)4 (0.101 g, 0.088 mmol), 4-pyridylboronic acid (0.367 g, 2.99 mmol), 2N Na2CO3 (5 mL), and 1,4-dioxane (1.5 mL) to a microwave vessel. Subject the reaction mixture to microwave irradiation at 30 W, 90° C. for 30-45 minutes. Concentrate and purify on silica gel eluting with 10% 2N NH3 in methanol/dichloromethane to give 4-(4-{5-methyl-4-[2-(2-methyl-piperidin-1 -yl)-ethyl]-oxazol-2-yl}-phenyl)-pyridine (0.059 g, 10%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07666871B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-ef5326a928564ed2889e6dd9eb6b11e6 |
| Source note | uspto-grants-2010_02 |