HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 68701677, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Acetylphenylboronic acid | HCID 2734310 | — |
| Reactant | 2-(2-(4-Bromophenyl)-5-methyloxazol-4-YL)ethanol | HCID 10880530 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68701677 | HCID 68701677 | 83% |
Reaction Steps
Add 2-[2-(4-bromo-phenyl)-5-methyl-oxazol-4-yl]-ethanol (0.200 g, 709 mmol) [which is obtained by the method of D. Brooks, J. Med. Chem., 2001, 44, 2061-2064 or see WO 0116120], Pd(Ph3)4 (0.036 g, 0.031 mmol), 3-acetylphenylboronic acid (0.174 g, 1.06 mmol), 2N Na2CO3 (1.8 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 1-{4′-[4-(2-hydroxy-ethyl)-5-methyl-oxazol-2-yl]-biphenyl-3-yl}-ethanone (0.188 g, 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07666871B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-09ade4c0c27f4190bd37d3beba675c3e |
| Source note | uspto-grants-2010_02 |